methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate

Base Information

• Chemical Name: methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate
• CAS No.: 142037-77-2
• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.38
• Mol file: 142037-77-2.mol

Synonyms:methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate

Chemical Property of methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate

There total 7 articles about methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate 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: 92.0%

(4S)-3-Benzyloxycarbonyl-4-(2'-phenylethyl)oxazolidin-5-one (157033-67-5) → methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate (142037-77-2)

Guidance literature:

With lithium methanolate; In methanol; at -10 ℃; for 1.5h;

DOI:10.1039/a802142b

Reference yield: 32.0%

iodobenzene (591-50-4) + N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9) → methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate (142037-77-2)

Guidance literature:

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester; With bis-(1,2-dimethylpropyl)borane; In tetrahydrofuran; at 20 ℃; for 1.5h;

iodobenzene; With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 70 ℃; for 5h;

DOI:10.1016/S0040-4020(02)00541-0

Reference yield:

methyl 2S-2-amino-4-phenylbutanoate (106860-17-7) + benzyl chloroformate (501-53-1,94274-21-2) → methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-phenylbutanoate (142037-77-2)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.bmc.2015.09.029

upstream raw materials:

(4S)-3-Benzyloxycarbonyl-4-(2'-phenylethyl)oxazolidin-5-one

iodobenzene

N-benzyloxycarbonyl-L-α-vinylglycine methyl ester

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

Downstream raw materials:

(2S)-[N-(tert-butoxycarbonyl)amino]-4-phenylmethyl butanoate

Z-homophenylalanine