S(+)-N-benzyl-O-acetyl mandelamide

Base Information

• Chemical Name: S(+)-N-benzyl-O-acetyl mandelamide
• CAS No.: 188025-26-5
• Molecular Formula: C₁₇H₁₇NO₃
• Molecular Weight: 283.327
• Mol file: 188025-26-5.mol

Synonyms:S(+)-N-benzyl-O-acetyl mandelamide

Chemical Property of S(+)-N-benzyl-O-acetyl mandelamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S(+)-N-benzyl-O-acetyl mandelamide

There total 8 articles about S(+)-N-benzyl-O-acetyl mandelamide 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: 86.0%

(S)-acetylmandelic acid (7322-88-5) + benzylamine (100-46-9) → S(+)-N-benzyl-O-acetyl mandelamide (188025-26-5)

Guidance literature:

(S)-acetylmandelic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; copper dichloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

benzylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00376-9

Reference yield: 79.0%

(S)-N-benzylmandelamide (82270-62-0) + acetyl chloride (75-36-5) → S(+)-N-benzyl-O-acetyl mandelamide (188025-26-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 7h;

DOI:10.1016/S0040-4020(02)01057-8

Reference yield: 79.0%

(S)-N-benzylmandelamide (82270-62-0) + acetic acid (64-19-7,77671-22-8) → S(+)-N-benzyl-O-acetyl mandelamide (188025-26-5)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1016/S0040-4039(02)01632-5

upstream raw materials:

acetic anhydride

(S)-N-benzylmandelamide

acetic acid

(S)-acetylmandelic acid

Downstream raw materials:

(S)-N-benzylmandelamide

(S)-(+)-2-(N-Benzylamino)-1-phenylethanol

Refernces

• 1、 -. "SUBSTITUTED (S)-BENZOXAZINONES". Page/Page column 12. . Retrieved 2009/12/27.
• 2、 Saravanan,Bisai, Alakesh,Baktharaman,Chandrasekhar,Singh, Vinod K. "Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid: Application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes". . p. 4693 - 4706. Retrieved 2007/10/03.