[(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester

Base Information

• Chemical Name: [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester
• CAS No.: 212514-39-1
• Molecular Formula: C₂₀H₂₃NO₅S
• Molecular Weight: 389.472

Synonyms:[(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester

Chemical Property of [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester

Chemical Property:

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Technology Process of [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester

There total 3 articles about [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl 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:

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate (91084-05-8) + α-lithio methyl tolyl sulfone → [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester (212514-39-1)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4020(98)00533-X

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanyl diazomethane (128913-22-4) + sodium 4-methylbenzenesulfinate (824-79-3) → [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester (212514-39-1)

Guidance literature:

With hydrogen bromide; Multistep reaction; 1.) Et₂O, 0 deg C, 2.) DMF, room temperature;

DOI:10.1016/S0040-4020(98)00533-X

Reference yield:

sodium 4-methylbenzenesulfinate (824-79-3) + ((S)-1-Benzyl-3-bromo-2-oxo-propyl)-carbamic acid ethyl ester (1025943-07-0) → [(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-propyl]-carbamic acid ethyl ester (212514-39-1)

Guidance literature:

In N,N-dimethyl-formamide; for 0.5h; Yield given; Ambient temperature;

DOI:10.1080/00397919808004476

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanyl diazomethane

sodium 4-methylbenzenesulfinate

((S)-1-Benzyl-3-bromo-2-oxo-propyl)-carbamic acid ethyl ester

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate

Downstream raw materials:

[(S)-1-Benzyl-2-oxo-4-phenyl-3-(toluene-4-sulfonyl)-butyl]-carbamic acid ethyl ester

(S)-5-Ethoxycarbonylamino-4-oxo-6-phenyl-3-(toluene-4-sulfonyl)-hexanoic acid ethyl ester

[(S)-1-Benzyl-2-oxo-3-(toluene-4-sulfonyl)-hex-5-enyl]-carbamic acid ethyl ester

(S)-6-Ethoxycarbonylamino-5-oxo-7-phenyl-4-(toluene-4-sulfonyl)-heptanoic acid ethyl ester

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