2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester

Base Information

• Chemical Name: 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester
• CAS No.: 168158-25-6
• Molecular Formula: C₃₂H₃₆N₂O₆
• Molecular Weight: 544.648
• Mol file: 168158-25-6.mol

Synonyms:2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester

Chemical Property of 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester

There total 7 articles about 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl 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: 95.0%

(S)-2-amino-N-methyl-2-phenylacetamide (129213-83-8) + benzyl 2<(benzyloxy)carbonyl>-3(R)-(hydroxycarbonyl)-5-methylhexanoate (155947-71-0) → 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester (168158-25-6)

Guidance literature:

With 4-aminopyridine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

(S)-N-(benzyloxycarbonyl)phenylglycine (5491-18-9,17609-52-8,53990-33-3,60584-76-1) → 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester (168158-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ethyl chloroformate, Et₃N / 1.) THF, 5 deg C, 2.) THF, MeOH, 2 h

2: H₂ / 10percent Pd/C / methanol / 2942.03 Torr / Ambient temperature

3: 95 percent / HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With 4-aminopyridine; hydrogen; chloroformic acid ethyl ester; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

Z-L-phenylglycine methyl amide (168158-22-3) → 2-{(R)-3-Methyl-1-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-butyl}-malonic acid dibenzyl ester (168158-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 2942.03 Torr / Ambient temperature

2: 95 percent / HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With 4-aminopyridine; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

upstream raw materials:

(S)-2-amino-N-methyl-2-phenylacetamide

benzyl 2<(benzyloxy)carbonyl>-3(R)-(hydroxycarbonyl)-5-methylhexanoate

(R)-2-bromo-4-methylpentanoic acid

malonic acid dibenzyl ester

Downstream raw materials:

(R)-5-Methyl-3-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-2-methylene-hexanoic acid

(R)-5-Methyl-3-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-2-methylene-hexanoic acid benzyl ester

(R)-5-Methyl-3-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-2-phenylsulfanylmethyl-hexanoic acid

(R)-5-Methyl-3-[((S)-methylcarbamoyl-phenyl-methyl)-carbamoyl]-2-morpholin-4-ylmethyl-hexanoic acid