Tag: 200-300

In 2022,Pitcher, Noel P.; Harjani, Jitendra R.; Zhao, Yichao; Jin, Jianwen; Knight, Daniel R.; Li, Lucy; Putsathit, Papanin; Riley, Thomas V.; Carter, Glen P.; Baell, Jonathan B. published an article in ACS Omega. The title of the article was 《Development of 1,2,4-Oxadiazole Antimicrobial Agents to Treat Enteric Pathogens within the Gastrointestinal Tract》.Formula: C11H24N2O The author mentioned the following in the article:

Colonization of the gastrointestinal (GI) tract with pathogenic bacteria is an important risk factor for the development of certain potentially severe and life-threatening healthcare-associated infections, yet efforts to develop effective decolonization agents have been largely unsuccessful thus far. Herein, we report modification of the 1,2,4-oxadiazole class of antimicrobial compounds with poorly permeable functional groups in order to target bacterial pathogens within the GI tract. We have identified that the quaternary ammonium functionality of analog 26a (I) results in complete impermeability in Caco-2 cell monolayers while retaining activity against GI pathogens Clostridioides difficile and multidrug-resistant (MDR) Enterococcus faecium. Low compound recovery levels after oral administration in rats were observed, which suggests that the analogs may be susceptible to degradation or metabolism within the gut, highlighting a key area for optimization in future efforts. This study demonstrates that modified analogs of the 1,2,4-oxadiazole class may be potential leads for further development of colon-targeted antimicrobial agents. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Formula: C11H24N2O) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Formula: C11H24N2O

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2010,Yu, Shouyun; Ishida, Hiroshi; Juarez-Garcia, M. Elisa; Bode, Jeffrey W. published 《Unified synthesis of enantiopure β2h, β3h and β2,3-amino acids》.Chemical Science published the findings.Name: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

A single chiral auxiliary and synthetic route can be used for a three-step (cycloaddition, auxiliary removal and fragmentation) preparation of enantiopure β3h, β2h and β2,3-amino acids (>99% ee). This approach works for a wide variety of both natural and unnatural side chains, provides access to either enantiomeric form, and can be executed on a preparative scale without recourse to column chromatog. After reading the article, we found that the author used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Name: tert-Butyl N,N’-diisopropylcarbamimidate)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Name: tert-Butyl N,N’-diisopropylcarbamimidate

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The author of 《PiPo: random copolymers of C- with N-substituted glycines》 were Wang, Siqi; Chen, Wanli; Ling, Jun. And the article was published in Polymer Chemistry in 2022. Application In Synthesis of H-Lys(Boc)-OH The author mentioned the following in the article:

Random copolymers of C- with N-substituted glycines (PiPo) were synthesized by carrying out a statistical copolymerization of N-phenyloxycarbonyl-C-substituted glycine (NPC) monomers with N-phenyloxycarbonyl-N-substituted glycine (NNPC) monomers. The copolymerization kinetics were analyzed in detail. The solubility of PiPo was found to highly depend on the compositions of the peptide and peptoid repeat units. The results came from multiple reactions, including the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Application In Synthesis of H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Application In Synthesis of H-Lys(Boc)-OH

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Saari, Walfred S.; Fischer, Thorsten E. published an article in Synthesis. The title of the article was 《A convenient and versatile synthesis of chiral aliphatic and allylic amines》.Application of 87694-50-6 The author mentioned the following in the article:

Treating (S)- and (R)-Boc-Leu-OH in EtOH containing N-methylmorpholine with ClCO2CH2CHMe2 and then with MeONHMe gave 89-99% (S)- and (R)-Boc-Leu-NMeOMe, which were reduced with LiAlH4 in THF to give 69-72% Boc-Leu-H. Wittig reaction of these aldehydes with Ph3P+CH2R Br- (R = Me, Et, Pr, Bu) and KN(SiMe3)2 in THF-PhMe gave 6 (S)- and (R)-Me2CHCH2CH(NHBoc)CH:CHR-Z [(R)-I] in 72-97% yield. I in EtOH were hydrogenated over Pd/C to give 86-99% (S)- and (R)-Me2CHCH2CH(NHBoc)CH2CH2R [(R)-II]. Deprotection of (S)-I (R = Pr) and all 6 II with dry HCl in EtOAc gave 46-93% title amine hydrochlorides. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Application of 87694-50-6 In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 87694-50-6On October 31, 2015 ,《An alternative synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a precursor of a Leu-Ala hydroxyethylene isostere》 appeared in Synthesis. The author of the article were Vila-Real, Helder; Ventura, M. Rita; Maycock, Christopher; Iranzo, Olga; Simplicio, Ana. The article conveys some information:

An improved synthetic route to (3R,5S,1’S)-5-{1′-[(tert-butoxycarbonyl)amino]-3′-methylbutyl}-3-methyldihydrofuran-2(3H)-one, a lactone precursor of the Leu-Ala (2R,4S,5S) hydroxyethylene isostere found in many peptidomimetic aspartyl protease inhibitors of Alzheimer’s disease, is devised. Alkylation of N-Boc-leucinal (Boc = tert-butyloxycarbonyl) with the lithium salt of benzyl propargyl ether instead of Et propiolate is the key toward a more reproducible and efficient route to obtain the title lactone from N-Boc-L-leucine in six steps, and an overall yield of 16%. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Application of 87694-50-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 87694-50-6On October 15, 1991 ,《Conformational studies on bombesin antagonists: CD and NMR characterization of [Thr6, Leu13ψ(CH2NH)Met14] bombesin (6-14)》 was published in Biopolymers. The article was written by Di Bello, Carlo; Scatturin, Angelo; Vertuani, Gianni; D’Auria, Gabriella; Gargiulo, Mario; Paolillo, Livio; Trivellone, Enrico; Gozzini, Luigia; DeCastiglione, Roberto. The article contains the following contents:

The conformational flexibility of the [Thr6, Leu13ψ(CH2NH) Met14] bombesin (6-14) nonapeptide was studied by CD and 1- and 2-dimensional (1D and 2D) NMR techniques. The CD and NMR parameters in different solvents and in a micellar environment (SDS) are compared with the data collected for the parent bombesin (BN) and [D-Phe12, Leu14]BN. A preliminary investigation on spantide is also reported. In particular, the results obtained from CD measurements indicate that there is a shift from random coil structures, in aqueous solutions, toward folded structures in apolar media (2,2,2-trifluoroethanol) and in a membrane-mimetic environment (40 mM SDS) for all 3 peptides, namely BN, [D-Phe12, Leu14]BN, and [Thr6, Leu13ψ(CH2NH)Met14] BN (6-14). Spantide, which also possesses some inhibitory activity against BN but very little sequence similarity, even in water, shows an ordered conformation. NMR parameters such as backbone NH-α-CH coupling constant values, amidic temperature coefficients, and the presence of only sequential nuclear Overhauser effects have not provided, so far, any clear evidence for a preferential ordered structure in the peptides studied, and this may be due to rapid exchange among different conformers in the NMR time scale. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Related Products of 87694-50-6)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Related Products of 87694-50-6 The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Product Details of 71432-55-8In 2014 ,《Enantioselective total synthesis of (-)-scabronine D》 was published in Heterocycles. The article was written by Kobayakawa, Yu; Nakada, Masahisa. The article contains the following contents:

An enantioselective total synthesis of (3aS,5aR,6R,9R,10aR)-8-[(benzoyloxy)methyl]-3,4,5,5a,6,9,10,10a-octahydro-6-hydroxy-5a-methyl-1-(1-methylethyl)-6,9-epoxycyclohept[e]indene-3a(2H)-carboxylic acid [(-)-scabronine D diterpenoid] a which contains bridged hemiacetal group is described. The synthesis of the target compound was achieved using an enantiopure intermediate which was previously reported for a total synthesis of scabronine G and scabronine A and (-)-episcabronine A. Because the advanced intermediate was found to be sensitive to basic reaction conditions, the C14 keto and C11 hydroxy groups had to be co-protected as Me acetal. In addition, both the C15 hydroxy and C17 carboxyl groups were too reactive to be chem. discriminated; hence, the carboxyl group once formed was protected as a tert-Bu ester for ensuring successful transformations. In the experimental materials used by the author, we found tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Product Details of 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Product Details of 71432-55-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2017,Ghatak, Tapas; Fridman, Natalia; Eisen, Moris S. published 《Actinide Complexes Possessing Six-Membered N-Heterocyclic Iminato Moieties: Synthesis and Reactivity》.Organometallics published the findings.Product Details of 71432-55-8 The information in the text is summarized as follows:

A novel class of ligand systems possessing a six-membered N-heterocyclic iminato [perimidin-2-iminato (PrRN where R = iso-Pr, cycloheptyl)] moiety is introduced. The complexation of these ligands with early actinides (An = Th and U) results in powerful catalysts [(PrRN)AnN{(SiMe3)2}3] (3-6)for exigent insertion of alcs. into carbodiimides to produce the corresponding isoureas in short reaction times with excellent yields. Exptl., thermodn., and kinetic data as well as the results of stoichiometric reactions provide cumulative evidence that support a plausible mechanism for the reaction.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Product Details of 71432-55-8) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Product Details of 71432-55-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2015,Cameron, Alex; Fisher, Brendan; Fisk, Nicholas; Hummel, Jessica; White, Jonathan M.; Krenske, Elizabeth H.; Rizzacasa, Mark A. published 《Towards the Synthesis of Dihydrooxepino[4,3-b]pyrrole-Containing Natural Products via Cope Rearrangement of Vinyl Pyrrole Epoxides》.Organic Letters published the findings.Name: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

An approach to the dihydrooxepino[4,3-b]pyrrole core of diketopiperazine natural products which utilizes a vinyl pyrrole epoxide Cope rearrangement was investigated. It was found that an ester substituent on the epoxide was essential for the [3,3]-rearrangement to occur. D. functional calculations with M06-2X provided explanations for the effects of the pyrrole and ester groups on these rearrangements.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Name: tert-Butyl N,N’-diisopropylcarbamimidate) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Name: tert-Butyl N,N’-diisopropylcarbamimidate

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The author of 《Efficient synthesis of amino acid polymers for protein stabilization》 were Li, Bing; Wu, Yueming; Zhang, Wenjing; Zhang, Si; Shao, Ning; Zhang, Weiwei; Zhang, Lixin; Fei, Jian; Dai, Yidong; Liu, Runhui. And the article was published in Biomaterials Science in 2019. Formula: C11H22N2O4 The author mentioned the following in the article:

Proteins are fragile such that even freezing, drying and dehydration may induce their denaturation, aggregation, and activity loss. To protect proteins from these kinds of damage, we prepared two types of amino acid polymers, PLG-r-PLL and PLG, from the efficient ring-opening polymerization of α-amino acid N-carboxyanhydride using LiHMDS as the initiator. β-Galactosidase was used in this study to examine the protein protecting effect of the synthesized amino acid polymers during lyophilization. The results indicate that both PLG-r-PLL and PLG exert significant protection on β-Gal during lyophilization and improve the activity of the resulting protein from 40%, without using a protecting agent during lyophilization, to 80% of the original protein activity. Nevertheless, PLG generally performs better than PLG-r-PLL independent of the chain length. Our studies also show that PLG and PLG-r-PLL with a high content of PLG subunits display no observable cytotoxicity and hemolytic effect. Furthermore, DLS and TEM characterization indicate that PLG protects β-Gal upon lyophilization by preventing the aggregation of β-Gal. Our studies demonstrate that amino acid polymers, such as PLG, can exert potent activity for protein stabilization. The easy operation of LiHMDS-initiated and efficient NCA polymerization implies the great potential of this strategy to prepare amino acid polymers quickly for the screening of protein stabilization and mechanism study. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3Formula: C11H22N2O4)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Formula: C11H22N2O4

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics