Month: October 2022

In 2015,Craig, William; Chen, Janet; Richardson, David; Thorpe, Rondel; Yuan, Yu published 《A Highly Stereoselective and Scalable Synthesis of L-allo-Enduracididine》.Organic Letters published the findings.Synthetic Route of C11H24N2O The information in the text is summarized as follows:

A highly stereoselective and scalable synthesis of L-allo-enduracididine from hydroxyproline derivative is described. Pyrrolidine oxidation and reductive ring opening are the key steps in the synthesis. Compared to previously reported approaches, the current route affords L-allo-enduracididine in 10 steps from 3 in 31% overall yield with >50:1 diastereoselectivity. In the experiment, the researchers used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Synthetic Route of C11H24N2O)

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.Synthetic Route of C11H24N2O

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

《Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO》 was written by Davies, Thomas Q.; Tilby, Michael J.; Skolc, David; Hall, Adrian; Willis, Michael C.. Related Products of 70-55-3 And the article was included in Organic Letters in 2020. The article conveys some information:

Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents and a novel sulfinylamine reagent, t-BuONSO. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields in a convenient one-step process. In addition to this study using 4-Methylbenzenesulfonamide, there are many other studies that have used 4-Methylbenzenesulfonamide(cas: 70-55-3Related Products of 70-55-3) was used in this study.

4-Methylbenzenesulfonamide(cas: 70-55-3) 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.Related Products of 70-55-3

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

Hess, Andreas; Prohaska, Jan P.; Doerrich, Sabrina B.; Trauner, Florian; Lutter, Ferdinand H.; Lemaire, Sebastien; Wagschal, Simon; Karaghiosoff, Konstantin; Knochel, Paul published an article in 2021. The article was titled 《Directed regioselective ortho,ortho’-magnesiations of aromatics and heterocycles using sBu2Mg in toluene》, and you may find the article in Chemical Science.Synthetic Route of C4H9NO2 The information in the text is summarized as follows:

The development of a toluene-soluble dialkylmagnesium base sec-Bu2Mg was reported. This new reagent allows mild and regioselective ortho-magnesiations of various N-arylated pyrazoles as well as arenes bearing oxazolines, phosphorodiamidate or amide directing groups e.g., I. The resulting diarylmagnesium reagents e.g., II were further functionalized either by Pd-catalyzed arylation or by trapping reactions with a broad range of electrophiles e.g., allyl bromide. Furthermore, several double ortho,ortho;-magnesiations were realized in the case of aryl oxazolines, N-aryl pyrazoles as well as 2-aryl-2H-1,2,3-triazoles e.g., IIIby simply repeating the magnesiation/electrophile trapping sequence allowing the preparation of valuable 1,2,3-functionalized arenes e.g., IV. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methylacetamide(cas: 78191-00-1Synthetic Route of C4H9NO2)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Synthetic Route of C4H9NO2

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

In 2022,Epton, Ryan G.; Unsworth, William P.; Lynam, Jason M. published an article in Organometallics. The title of the article was 《Selectivity, Speciation, and Substrate Control in the Gold-Catalyzed Coupling of Indoles and Alkynes》.SDS of cas: 78191-00-1 The author mentioned the following in the article:

A convenient and mild protocol for the Au-catalyzed intermol. coupling of substituted indoles with carbonyl-functionalized alkynes to give vinyl indoles is reported. This reaction affords 3-substituted indoles in high yield, and in contrast to the analogous reactions with simple alkynes which give bisindolemethanes, only a single indole is added to the alkyne. The protocol is robust and tolerates substitution at a range of positions of the indole and the use of ester-, amide- and ketone-substituted alkynes. The use of 3-substituted indoles as substrates results in the introduction of the vinyl substituent at the 2-position of the ring. A combined exptl. and computational mechanistic study revealed that the Au catalyst has a greater affinity to the indole than the alkyne, despite the C-C bond formation step proceeding through an η2(π)-alkyne complex, which helps to explain the Stark differences between the intra- and intermol. variants of the reaction. Also the addition of a 2nd indole to the carbonyl-containing vinyl indole products is both kinetically and thermodynamically less favored than in the case of more simple alkynes, providing an explanation for the observed selectivity. Finally, a highly unusual Au-promoted alkyne dimerization reaction to form a substituted Au pyrylium salt was identified and studied. In the experiment, the researchers used many compounds, for example, N-Methoxy-N-methylacetamide(cas: 78191-00-1SDS of cas: 78191-00-1)

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.SDS of cas: 78191-00-1

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

Name: 4-MethylbenzenesulfonamideIn 2020 ,《A New Endoplasmic Reticulum (ER)-Targeting Fluorescent Probe for the Imaging of Cysteine in Living Cells》 appeared in Journal of Fluorescence. The author of the article were Zhou, Lei; Li, Yunxia; Zhou, Aiqin; Zhang, Guanghui; Cheng, Zhi-Qiang; Ge, Yong-Xi; Liu, Shan-Kui; Azevedo, Ricardo Bentes; Zhang, Juan; Jiang, Shenglin; Jiang, Cheng-Shi. The article conveys some information:

A review. Abstract: Cysteine (Cys) is an important endogenous amino acid and plays critical physiol. roles in living systems. Herein, an endoplasmic reticulum (ER)-targeting fluorescent probe (FER-Cys) was designed and prepared for imaging of Cys in living cells. The probe FER-Cys consists of a fluorescein framework as the fluorescent platform, acrylate group as the response site for the selective recognition of Cys, and ER-specific p-toluenesulfonamide fragment. After the response of probe FER-Cys to Cys, a turn-on fluorescence signal at 546 nm could be detected obviously. The probe FER-Cys further shows desirable selectivity to Cys. Finally, the probe FER-Cys was proven to selectively detect Cys in live cells and successfully image the changes of Cys level in the cell models of H2O2-induced redox imbalance. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Name: 4-Methylbenzenesulfonamide)

4-Methylbenzenesulfonamide(cas: 70-55-3) 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: 4-Methylbenzenesulfonamide

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

Safety of tert-Butyl N,N’-diisopropylcarbamimidateIn 2011 ,《(+)-Sorangicin A: evolution of a viable synthetic strategy》 was published in Tetrahedron. The article was written by Smith, Amos B. III; Dong, Shuzhi; Fox, Richard J.; Brenneman, Jehrod B.; Vanecko, John A.; Maegawa, Tomohiro. The article contains the following contents:

An effective, asym. total synthesis of the antibiotic (+)-sorangicin A has been achieved. Central to this venture was the development of first- and second-generation syntheses of the signature dioxabicyclo[3.2.1]octane core, the first featuring chemo- and stereoselective epoxide ring openings facilitated by a Co2(CO)6-alkyne complex, the second involving a KHMDS-promoted epoxide ring formation/opening cascade. Addnl. highlights include effective construction of the dihydro- and tetrahydropyran ring systems, resp., via a stereoselective conjugate addition/α-oxygenation protocol and a thioketalization/hydrostannane reduction sequence. Late-stage achievements entailed two Julia-Kocienski olefinations to unite three advanced fragments with high E-stereoselectivity, followed by a modified Stille protocol to introduce the Z,Z,E trienoate moiety, thereby completing the carbon skeleton. Mukaiyama macrolactonization, followed by carefully orchestrated Lewis and protic acid-promoted deprotections that suppressed isomerization and/or destruction of the sensitive (Z,Z,E)-trienoate linkage completed the first, and to date only, total synthesis of (+)-sorangicin A.tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Safety of tert-Butyl N,N’-diisopropylcarbamimidate) 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.Safety of tert-Butyl N,N’-diisopropylcarbamimidate

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

《A Stereoselective Synthesis of (-)-Viridiofungin A Utilizing a TiCl4-Promoted Asymmetric Multicomponent Reaction》 was written by Ghosh, Arun K.; Kass, Jorden. Computed Properties of C11H24N2OThis research focused onviridiofungin A stereoselective synthesis multicomponent reaction. The article conveys some information:

A stereoselective synthesis of (-)-viridiofungin A is described. The convergent synthesis utilized a unique highly diastereoselective multicomponent reaction between optically active phenyldihydrofuran and an α-ketoester to provide two chiral centers including a quaternary carbon center in a single step. Other key steps include an acyloxycarbonium ion-mediated THF ring-opening reaction and a Julia-Kocienski olefination. In the experiment, the researchers used many compounds, for example, tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Computed Properties of C11H24N2O)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Computed Properties of C11H24N2O

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

《An efficient synthesis of optically active α-(t-butoxycarbonylamino)-aldehydes from α-amino acids》 was written by Fehrentz, Jean Alain; Castro, Bertrand. Recommanded Product: 87694-50-6 And the article was included in Synthesis on August 31 ,1983. The article conveys some information:

BocNHCHRCON(OMe)Me (I; Boc = Me3CO2C; R = Me, CH2CHMe2, CHMeEt, CHMe2, CH2Ph, CHMeOCH2Ph) were reduced by LiAlH4 to give BocNHCHRCH(OLi)N(OMe)Me, which were hydrolyzed in situ to give title aldehydes BocNHCHRCHO. I were prepared by condensing BocNHCHRCO2H with HN(OMe)Me.HCl by BOP in CH2Cl2 containing Et3N. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Recommanded Product: 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.Recommanded Product: 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

Recommanded Product: 106392-48-7On March 28, 1994, Blake, Robert A.; Asselin, Judith; Walker, Trevor; Watson, Steve P. published an article in FEBS Letters. The article was 《Fcγ receptor II stimulated formation of inositol phosphates in human platelets is blocked by tyrosine kinase inhibitors and associated with tyrosine phosphorylation of the receptor》. The article mentions the following:

The authors report that activation of phospholipase C (PLC) by crosslinking of the platelet low-affinity Fcγ receptor II (FcγRII) is inhibited by two structurally distinct tyrosine kinase inhibitors, staurosporine and ST 271. This contrasts with PLC activation induced by thrombin and U 46619, a thromboxane mimetic, whose receptors have seven transmembrane domains characteristic of G-protein coupled receptors. Several proteins undergo phosphorylation on tyrosine on FcγRII crosslinking upstream of protein kinase C (PKC), Ca2+ and aggregation, including the FcγRII itself. The role of FcγRII phosphorylation in the regulation of PLC is discussed. The experimental part of the paper was very detailed, including the reaction process of 2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7Recommanded Product: 106392-48-7)

2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylamide(cas: 106392-48-7) belongs to amides.Recommanded Product: 106392-48-7 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

Electric Literature of C11H22N2O4On May 7, 2021 ,《5-substituted N-aminoimidazolone peptide mimic synthesis by organocatalyzed reactions of azopeptides and use in the analysis of biologically active backbone and side-chain topology》 appeared in Organic Letters. The author of the article were Hamdane, Yousra; Chauhan, Pradeep S.; Vutla, Suresh; Mulumba, Mukandila; Ong, Huy; Lubell, William D.. The article conveys some information:

Fifteen N-aminoimidazolone (Nai) dipeptides having a variety of 5-position side-chain groups were synthesized by regioselective proline-catalyzed reactions of azopeptide and aldehyde components followed by acid-mediated dehydration of an aza-aspartate semialdehyde intermediate. The introduction of 5-aryl-Nai dipeptides into cluster of differentiation 36 receptor (CD36) peptide ligands has provided insight into the conformation responsible for binding affinity and anti-inflammatory activity. In the experiment, the researchers used many compounds, for example, H-Lys(Boc)-OH(cas: 2418-95-3Electric Literature of C11H22N2O4)

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.Electric Literature of C11H22N2O4 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