(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

Base Information

Chemical Name:(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester
CAS No.:184303-03-5
Molecular Formula:C₂₇H₂₇NO₇S
Molecular Weight:509.58
Hs Code.:

Synonyms:(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

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Chemical Property of (S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

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Technology Process of (S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

There total 7 articles about (S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl 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: 66.0%

: (S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-hydroxy-4-phenyl-butyric acid methyl ester

: 184303-03-5
(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 0.75h;
DOI:10.1002/hlca.19960790709

Reference yield:

: 184302-64-5
(S)-4-Oxo-4-phenyl-2-(toluene-4-sulfonylamino)-butyric acid methyl ester

: 184303-03-5
(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / H₂ / 3percent Pd/C / ethyl acetate; methanol / -10 °C

2: 87 percent / 1H-imidazole / dimethylformamide / Ambient temperature

3: 1.) KO(t-Bu); 2.) 40percent aq. HF / 1.) DMF, rt., overnight; 2.) MeCN, rt., 20 h

4: 66 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.75 h / -60 °C

With 1H-imidazole; oxalyl dichloride; hydrogen fluoride; potassium tert-butylate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790709

Reference yield:

: 181770-37-6
(S)-4-Oxo-4-phenyl-2-(toluene-4-sulfonylamino)-butyric acid

: 184303-03-5
(S)-2-[Benzyloxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-4-oxo-4-phenyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / SOCl₂ / Ambient temperature

2: 80 percent / H₂ / 3percent Pd/C / ethyl acetate; methanol / -10 °C

3: 87 percent / 1H-imidazole / dimethylformamide / Ambient temperature

4: 1.) KO(t-Bu); 2.) 40percent aq. HF / 1.) DMF, rt., overnight; 2.) MeCN, rt., 20 h

5: 66 percent / DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.75 h / -60 °C

With 1H-imidazole; thionyl chloride; oxalyl dichloride; hydrogen fluoride; potassium tert-butylate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19960790709