Dimethyl D-N-benzylaspartate

Base Information

• Chemical Name: Dimethyl D-N-benzylaspartate
• CAS No.: 155069-71-9
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.282
• Mol file: 155069-71-9.mol

Synonyms:Dimethyl D-N-benzylaspartate

Chemical Property of Dimethyl D-N-benzylaspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Dimethyl D-N-benzylaspartate

There total 7 articles about Dimethyl D-N-benzylaspartate 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: 83.0%

benzaldehyde (100-52-7) + dimethyl (R)-2-aminobutanedioate hydrochloride (14358-33-9,32213-95-9,69630-50-8) → Dimethyl D-N-benzylaspartate (155069-71-9)

Guidance literature:

With sodium cyanoborohydride; In methanol; 1.) r.t., 4 h, 2.) 2 h;

DOI:10.1021/jo00088a030

Reference yield:

C13H15NO4 (1584725-20-1) → Dimethyl D-N-benzylaspartate (155069-71-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 0.75h;

DOI:10.1021/jm401707t

Reference yield:

dimethyl D-aspartate (6384-18-5,40149-67-5,88067-96-3) + benzyl bromide (100-39-0) → Dimethyl D-N-benzylaspartate (155069-71-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 65 - 70 ℃; for 20h; Product distribution / selectivity;

upstream raw materials:

benzaldehyde

dimethyl (R)-2-aminobutanedioate hydrochloride

dimethyl D-aspartate

benzyl bromide

Downstream raw materials:

Dimethyl D-N-(9-phenylfluoren-9-yl)-N-benzylaspartate

methyl (R)-2-[1-benzyl-4-(cyclohexylmethyl)-3,6-dioxopiperazin-2-yl]acetate

(R)-2-[1-benzyl-4-(cyclohexylmethyl)piperazin-2-yl]ethanol

(R)-2-(1-benzylpiperazin-2-yl)ethanol

Refernces

• 1、 -. "Preparation method of nitrogen-substituted aspartic acid". Paragraph 0031; 0032; 0033; 0034. . Retrieved 2019/01/24.
• 2、 Wittig, Christian,Schepmann, Dirk,Soeberdt, Michael,Daniliuc, Constantin G.,Wünsch, Bernhard. "Stereoselective synthesis of conformationally restricted KOR agonists based on the 2,5-diazabicyclo[2.2.2]octane scaffold". . p. 6520 - 6540. Retrieved 2017/08/16.