(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester
CAS No.:186696-49-1
Molecular Formula:C₂₄H₃₆N₄O₆S
Molecular Weight:508.639
Hs Code.:

Synonyms:(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

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Chemical Property of (S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

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Technology Process of (S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

There total 4 articles about (S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic 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: 53.0%

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 186696-48-0
2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carboxylic acid 4-nitro-phenyl ester

: 186696-49-1
(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Guidance literature:: With dmap; TEA; In N,N-dimethyl-formamide; at 40 ℃; for 24h;
DOI:10.1002/ardp.19963291202

Reference yield:

: 2488-15-5
N-tert-butoxycarbonyl-L-methionine

: 186696-49-1
(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) BOP-Cl, TEA, 2) TEA / 1) THF, 0 deg C, 5 min, 2) THF, DMF, 0 deg C, 1 h, r.t., overnight

2: 78 percent / 1,4-cyclohexadiene / 10percent Pd/C / ethanol / 1 h / 35 - 40 °C

3: 82 percent / TEA / ethyl acetate / 20 h / 50 °C

4: 53 percent / TEA, 4-dimethylaminopyridine / dimethylformamide / 24 h / 40 °C

With dmap; cyclohexa-1,4-diene; TEA; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ardp.19963291202

Reference yield:

: 186696-46-8
2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carboxylic acid benzyl ester

: 186696-49-1
(S)-2-{[2-((S)-2-tert-Butoxycarbonylamino-4-methylsulfanyl-butyryl)-pyrazolidine-1-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / 1,4-cyclohexadiene / 10percent Pd/C / ethanol / 1 h / 35 - 40 °C

2: 82 percent / TEA / ethyl acetate / 20 h / 50 °C

3: 53 percent / TEA, 4-dimethylaminopyridine / dimethylformamide / 24 h / 40 °C

With dmap; cyclohexa-1,4-diene; TEA; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/ardp.19963291202