Tag: 200-300

Hu, Xiafei; Chen, Xiangxiang; Li, Bo; He, Gang; Chen, Gong published an article on February 5 ,2021. The article was titled 《Construction of peptide macrocycles via radical-mediated intramolecular C-H alkylations》, and you may find the article in Organic Letters.Quality Control of H-Lys(Boc)-OH The information in the text is summarized as follows:

Enzyme-catalyzed radical-mediated C-H functionalization reactions allow nature to create natural products of unusual three-dimensional structures from simple linear peptide precursors. In comparison, chemist’s ability to harness radical C-H functionalization reactions for synthesis of complex peptides remains limited. In this work, new methods have been developed to construct peptide macrocycles via radical-mediated intramol. C-H alkylation reactions under photoredox catalysis. Linear peptide precursors equipped with a C-terminal N-(acyloxy)phthalimide ester can cyclize with the α C-H bond of N-terminal glycine or aryl C-H bond of N-heteroarene capping units in high yield and selectivity under mild conditions. The strategy uses the C-H cyclization step to incorporate lysine, homolysine, and various heteroarene-derived amino acid linchpins into peptide macrocycles, enabling convergent and flexible synthesis of complex peptide macrocycles from simple building blocks. The results came from multiple reactions, including the reaction of H-Lys(Boc)-OH(cas: 2418-95-3Quality Control 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).Quality Control of H-Lys(Boc)-OH

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

Goetz, D. H.; Choe, Y.; Hansell, E.; Chen, Y. T.; McDowell, M.; Jonsson, C. B.; Roush, B. C.; McKerrow, J.; Craik, C. S. published an article in Biochemistry. The title of the article was 《Substrate Specificity Profiling and Identification of a New Class of Inhibitor for the Major Protease of the SARS Coronavirus》.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The author mentioned the following in the article:

Severe acute respiratory syndrome (SARS) is an emerging infectious disease associated with a high rate of mortality. The SARS-associated coronavirus (SARS-CoV) has been identified as the etiol. agent of the disease. Although public health procedures have been effective in combating the spread of SARS, concern remains about the possibility of a recurrence. Various approaches are being pursued for the development of efficacious therapeutics. One promising approach is to develop small mol. inhibitors of the essential major polyprotein processing protease 3Clpro. Here we report a complete description of the tetrapeptide substrate specificity of 3Clpro using fully degenerate peptide libraries consisting of all 160 000 possible naturally occurring tetrapeptides. The substrate specificity data show the expected P1-Gln P2-Leu specificity and elucidate a novel preference for P1-His containing substrates equal to the expected preference for P1-Gln. These data were then used to develop optimal substrates for a high-throughput screen of a 2000 compound small-mol. inhibitor library consisting of known cysteine protease inhibitor scaffolds. We also report the 1.8 Å X-ray crystal structure of 3Clpro bound to an irreversible inhibitor. This inhibitor, an α,β-epoxyketone, inhibits 3Clpro with a k3/Ki of 0.002 μM-1 s-1 in a mode consistent with the substrate specificity data. Finally, we report the successful rational improvement of this scaffold with second generation inhibitors. These data provide the foundation for a rational small-mol. inhibitor design effort based upon the inhibitor scaffold identified, the crystal structure of the complex, and a more complete understanding of P1-P4 substrate specificity. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(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.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

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

Application of 87694-50-6On October 2, 2003 ,《An epoxide ring-opening reaction via hypervalent silicate intermediate: Synthesis of statine》 was published in Synthesis. The article was written by Konno, Hiroyuki; Toshiro, Emi; Hinoda, Naoyuki. The article contains the following contents:

The azide- and cyanide-opening reaction of epoxide with TBAF and TMSN3 in THF or TBAF and TMSCN in MeCN occurred regioselectively to afford β-hydroxy azides and cyanides in good yield. These hypervalent silicates are highly effective as nucleophilic azide and cyanide donors under mild conditions. This methodol. was applied to the preparation of statine. 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.“,” In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Application of 87694-50-6

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

Related Products of 2418-95-3On November 30, 2020 ,《Syntheses of enantiopure 1,2-ethylenediamines with tethered secondary amines of the formula H2NCH2CH[(CH2)nNHMe]NH2 (n = 1 – 4) from α-amino acids: New agents for asymmetric catalysis》 appeared in Synthesis. The author of the article were Kabes, Connor Q.; Gunn, Jack H.; Selbst, Maximilian A.; Lucas, Reagan F.; Gladysz, John A.. The article conveys some information:

Tris(hydrochloride) adducts of the title compounds are prepared from the inexpensive α-amino acids H2N(C:O)CH2CH(NH2)CO2H, HO(C:O)(CH2)nCH(NH 2)CO 2H (n = 1, 2), and H2N(CH2)4CH(NH2)CO2H, resp. (steps/overall yield = 5/32%, 7/30%, 7/33%, 5/38%). The NH2 group that is remote from the secondary amine is installed via BH3 reduction of an amide [(C=O)NR2] derived from an α-amino carboxylic acid. The MeNHCH2 units are introduced by BH3 reductions of alkyl carbamate [RO(C:O)NHCH2; R = Et, t-Bu] or amide [MeHN(C:O)] moieties. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3Related Products of 2418-95-3)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. These amino acids may be present in low concentrations and play a vital part as an intermediate in a biosynthetic pathway, e.g., ornithine, homoserine, or cystathionine. In contrast they may act as a major storage form of nitrogen, e.g., canavanine in the seed of Canavalia ensiformis, or may be formed in high amounts in response to an external stress, e.g., γ-aminobutyrate.Related Products of 2418-95-3 It is possible that some of these nonprotein amino acids may serve as insecticidal or fungicidal agents.

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

In 2017,Liu, Shourong; Zhao, Yanmei; He, Ruoyu; Kong, Limin; Xi, Jianjun; Sun, Jingjing; Shao, Yidan; Pan, Xuwang; Zhang, Jiankang; Zhuang, Rangxiao published 《Identification of novel N-acetylcysteine derivatives for the treatment of hepatocellular injury》.MedChemComm published the findings.Name: tert-Butyl N,N’-diisopropylcarbamimidate The information in the text is summarized as follows:

New anti-hepatocellular injury drugs with better curative effects and fewer side effects are urgently needed at present. In this study, a series of novel N-acetylcysteine (NAC) derivatives were designed, synthesized and biol. evaluated for their anti-hepatocellular injury activities against two different cell models. In the biol. evaluation against hydrogen peroxide (H2O2)-induced LO2 hepatocytes, half of the target compounds exhibited moderate to potent activities in improving the model cell viability, and two compounds (6a and 6b) displayed more potent activities in decreasing malondialdehyde (MDA) levels than the pos. control NAC. In further 4-acetamidophenol (APAP)-induced LO2 cell experiment, compounds 6a and 6b could not only improve the cell viability but also significantly reduce the secretion of MDA. Addnl., compound 6a displayed excellent Caco-2 permeability and oral bioavailability in rats. All these exptl. results suggested that compounds 6a and 6b could serve as potential lead mols. for further development of anti-hepatocellular injury drugs. The experimental process involved the reaction of 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. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Name: tert-Butyl N,N’-diisopropylcarbamimidate

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

In 2019,Tetrahedron included an article by Zhou, Tianyi; Ringbeck, Benedikt; Schebb, Nils Helge; Scherkenbeck, Juergen. Computed Properties of C11H24N2O. The article was titled 《Isolation, total synthesis and quantification of caffeoylisocitric acid, a characteristic ingredient of the superfood amaranth》. The information in the text is summarized as follows:

Amaranth is regarded as a new “”super-vegetable”” in western countries, albeit it is consumed for centuries in Africa and Asia. In addition to common carotenoids, flavonoids and polyphenols, caffeoylisocitric acid has been described as amaranth type-specific secondary metabolite. Remarkably, nothing is known on biol. effects of this specific polyphenol. Here we detail a concise, diastereoselective synthesis of caffeoylisocitric acid (I), deuterium-labeling studies and a quant. determination of the caffeoylisocitric acid content of three different amaranth types.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O) was used in this study.

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Computed Properties of C11H24N2O

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

Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn November 17, 2000 ,《A Synthetic Approach to 3-Hydroxy 4-Substituted Carboxylic Acids based on the Stereoselective Reduction of 1-Trimethylsilyl-1-alkyn-3-ones》 appeared in Tetrahedron. The author of the article were Alemany, Carme; Bach, Jordi; Garcia, Jordi; Lopez, Marta; Rodriguez, Ana B.. The article conveys some information:

The oxazaborolidine-mediated reduction of chiral, 4-substituted 1-trimethylsilyl-1-alkyn-3-ones followed by hydroboration affords syn or anti 3-hydroxy 4-substituted carboxylic acids, common substructures of a number of biol. active macrolides, peptides and depsipeptides, with high control on the new C(3) stereocenter. This strategy has been applied to the synthesis of (3S,4S)-3-hydroxy-4-methylheptanoic acid and of N-Boc-statine, constituents of permentin A and pepstatin, resp. In the experiment, the researchers used many compounds, for example, (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Application In Synthesis of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide 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.

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

Synthetic Route of C13H26N2O4On March 4, 2011, Ko, Eunhwa; Burgess, Kevin published an article in Organic Letters. The article was 《Pyrrole-based scaffolds for turn mimics》. The article mentions the following:

Two amino acid derived synthons were combined to give homopropargylic amines (I) (R1 = CH(Me)Et, iso-Pr, CH2C6H4OCH2Ph, R2 = i-Bu; R1 = CH(Me)Et, (CH2)2SMe, R2 = CH2C6H4OCH2Ph; R1 = CH(Me)OCH2Ph, R2 = H; Boc = tert-butoxycarbonyl). Platinum dichloride was used to cyclize these intermediates into pyrroles (II) (Boc, R1 and R2 are defined for I) which collapsed to the target secondary structure mimics (III) (R1 and R2 are defined for I) on treatment with base. Side chains of these compounds overlay with an idealized type III β-turn and with an inverse γ-turn. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Synthetic Route of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Synthetic Route of C13H26N2O4Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.

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

SDS of cas: 2418-95-3On September 4, 2020 ,《Construction of cyclophane-braced peptide macrocycles via palladium-catalyzed picolinamide-directed intramolecular C(sp2)-H arylation》 was published in Organic Letters. The article was written by Han, Boyang; Li, Bo; Qi, Liping; Yang, Peng; He, Gang; Chen, Gong. The article contains the following contents:

A versatile method for the construction of C(sp2)-linked cyclophane peptide macrocycles via Pd-catalyzed picolinamide-directed intramol. arylation of aryl and alkenyl C-H bonds of amino acid side chains with aryl iodides is developed. This method provides simple and efficient access to a variety of cyclophane-braced structures from readily accessible linear peptide precursors. In the experimental materials used by the author, we found H-Lys(Boc)-OH(cas: 2418-95-3SDS of cas: 2418-95-3)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. Amino acids are not generally considered to be electrochemically active because products of the oxidation accumulate on the electrode surface and prevent it from participating in any further electrochemical processes.SDS of cas: 2418-95-3

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

Safety of H-Lys(Boc)-OHOn March 25, 2022, Ibara, Miho; Abe, Takumi; Sawada, Daisuke published an article in Organic Letters. The article was 《Chemo- and site-selective replacement of N-terminal carbamates in peptides》. The article mentions the following:

In peptide synthesis, it is important to distinguish the terminal amino group and carry out the selective transformation of only the N-terminal protecting group. We describe herein a reaction for the chemo- and site-selective replacement of carbamates with various other carbamates only at the N-terminus of peptides. We demonstrate the scope of carbamates and peptides and the introduction of fluorine into a peptide. This strategy is applicable to the late stage of peptide synthesis.H-Lys(Boc)-OH(cas: 2418-95-3Safety of H-Lys(Boc)-OH) was used in this study.

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. Amino acids are not generally considered to be electrochemically active because products of the oxidation accumulate on the electrode surface and prevent it from participating in any further electrochemical processes.Safety of H-Lys(Boc)-OH

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