(2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate

Base Information

• Chemical Name: (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate
• CAS No.: 128576-71-6
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.407
• Mol file: 128576-71-6.mol

Synonyms:

Chemical Property of (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate

There total 3 articles about (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate 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: 10.0%

O-Methyl-N,N'-diisopropylisourea (54648-79-2) + N-benzyl-L-aspartic acid 4-benzyl ester (117176-17-7) → (2S)-4-benzyl 1-methyl N-benzylaspartate (128576-72-7) + (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate (128576-71-6)

Guidance literature:

In acetonitrile; for 2h; Heating;

DOI:10.1021/jo00304a011

Reference yield:

(S)-2-(benzylamino)succinic acid (67354-61-4) → (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate (128576-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / sulfuric acid / diethyl ether / 48 h / Ambient temperature

2: 10 percent / acetonitrile / 2 h / Heating

With sulfuric acid; In diethyl ether; acetonitrile;

DOI:10.1021/jo00304a011

Reference yield:

benzaldehyde (100-52-7) → (2S)-4-benzyl 1-methyl N-benzyl-N-methylaspartate (128576-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) aq. NaOH; 2) sodium cyanoborohydride / 1) 1.5 h, then aq. HCl to pH 9.2; 2) ice bath, then below 25 deg C, then RT, 1.5 h

2: 85 percent / sulfuric acid / diethyl ether / 48 h / Ambient temperature

3: 10 percent / acetonitrile / 2 h / Heating

With sodium hydroxide; sulfuric acid; sodium cyanoborohydride; In diethyl ether; acetonitrile;

DOI:10.1021/jo00304a011

upstream raw materials:

O-Methyl-N,N'-diisopropylisourea

N-benzyl-L-aspartic acid 4-benzyl ester

(S)-2-(benzylamino)succinic acid

benzaldehyde

Refernces