(R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate

Base Information

• Chemical Name: (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate
• CAS No.: 957753-07-0
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469
• Mol file: 957753-07-0.mol

Synonyms:(R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate

Chemical Property of (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate

There total 9 articles about (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate 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: 88.0%

t-Boc-L-valine (13734-41-3) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate (957753-07-0)

Guidance literature:

t-Boc-L-valine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 0 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

D-phenylalanine methyl ester hydrochloride; In N,N-dimethyl-formamide; for 0.833333h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01838b

Reference yield: 82.0%

D-phenylalanine methyl ester hydrochloride (13033-84-6) + (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanethioic S-acid (187884-05-5) → (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate (957753-07-0)

Guidance literature:

(2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanethioic S-acid; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

D-phenylalanine methyl ester hydrochloride; With 2,4-Dinitrofluorobenzene; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1002/anie.200805782

Reference yield: 82.0%

2-(2,4-dinitro-benzensulfonamido)-3-phenylpropionic acid methyl ester (906748-11-6) + (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanethioic S-acid (187884-05-5) → (R)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)-3-phenylpropanoate (957753-07-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ol701583t

upstream raw materials:

t-Boc-L-valine

D-phenylalanine methyl ester hydrochloride

2-(2,4-dinitro-benzensulfonamido)-3-phenylpropionic acid methyl ester

(2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanethioic S-acid

Downstream raw materials:

N-tert-Butyloxycarbonyl-L-valyl-L-phenylalanin-allylester

2,5-piperazinedione, 3-benzyl-6-isopropyl-

(R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionic acid methyl ester