N-benzoyl-valinal

Base Information

• Chemical Name: N-benzoyl-valinal
• CAS No.: 1046767-94-5
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.257
• Mol file: 1046767-94-5.mol

Synonyms:N-benzoyl-valinal

Chemical Property of N-benzoyl-valinal

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-benzoyl-valinal

There total 2 articles about N-benzoyl-valinal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(S)-N-(1-hydroxy-3-methylbutan-2-yl)benzamide (149182-41-2) → N-benzoyl-valinal (1046767-94-5)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; at 0 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1021/ja805541u

Reference yield:

N-benzoyl-L-valine methyl ester (1492-13-3,14599-03-2,92077-72-0,10512-91-1) → N-benzoyl-valinal (1046767-94-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

DOI:10.3987/COM-05-S(T)16

Reference yield: 72.0%

N-benzoyl-valinal (1046767-94-5) + acetic anhydride (108-24-7) + (3-bromopyridin-4-yl)-dimethyl-amine (84539-35-5) → acetic acid 2-benzoylamino-1-(4-dimethylaminopyridin-3-yl)-3-methyl-butyl ester (1094900-61-4) + C21H27N3O3

Guidance literature:

N-benzoyl-valinal; (3-bromopyridin-4-yl)-dimethyl-amine; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

acetic anhydride; With triethylamine; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ja805541u

upstream raw materials:

N-benzoyl-L-valine methyl ester

(S)-N-(1-hydroxy-3-methylbutan-2-yl)benzamide

Downstream raw materials:

(S)-N-(2-methylhexa-4,5-dien-3-yl)benzamide

acetic acid 2-benzoylamino-1-(4-dimethylaminopyridin-3-yl)-3-methyl-butyl ester

Refernces

• 1、 Duffey, Trisha A.,Shaw, Scott A.,Vedejs, Edwin. "AcOLeDMAP and BnOLeDMAP: Conformationally restricted nucleophilic catalysts for enantioselective rearrangement of indolyl acetates and carbonates". supporting information; experimental part. p. 14 - 15. Retrieved 2009/06/18.