(2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester

Base Information

• Chemical Name: (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester
• CAS No.: 151378-64-2
• Molecular Formula: C₁₅H₁₉NO₆
• Molecular Weight: 309.319
• Mol file: 151378-64-2.mol

Synonyms:

Chemical Property of (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester

There total 5 articles about (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester 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:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester (151378-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / aq. K₂CO₃

2: diethyl ether

With potassium carbonate; In diethyl ether;

DOI:10.1039/c39930000140

Reference yield:

Mesaconic acid (498-24-8,7407-59-2) → (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester (151378-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / H₂O / 30 °C / 0.2 M NH₄Cl, 0.02 M MgCl₂, 0.01 M KCl, methylaspartase, pH 9.0, several days

2: 99 percent / aq. K₂CO₃

3: diethyl ether

With potassium carbonate; In diethyl ether; water;

DOI:10.1039/c39930000140

Reference yield:

(2S,3RS)-3-methylaspartic acid (31571-69-4) → (2S,3R)-N-benzyloxycarbonyl-3-methylaspartic acid dimethyl ester (151378-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / aq. K₂CO₃

2: diethyl ether

With potassium carbonate; In diethyl ether;

DOI:10.1039/c39930000140

upstream raw materials:

diazomethane

N-(Benzyloxycarbonyloxy)succinimide

(2S,3RS)-3-methylaspartic acid

N-benzyloxycarbonyl-3-methyl-D,L-aspartic acid

Refernces

• 1、 Archer, Catherine H.,Thomas, Neil R.,Gani, David. "Syntheses of (2S,3R)- and (2S,3R)2H>- 3-Methylaspartic acid: Slow Substrates for a syn-Elimination Reaction catalysed by Methylaspartase.". . p. 1141 - 1152. Retrieved 2007/10/02.