(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

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Chemical Name:(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester
CAS No.:340270-74-8
Molecular Formula:C₃₂H₄₉N₅O₈S
Molecular Weight:663.836
Hs Code.:

(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

Synonyms:(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

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Chemical Property of (S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

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Technology Process of (S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

There total 12 articles about (S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-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: 80.0%

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: (S)-2-((S)-2-{[(S)-1-((S)-2-Amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester; hydrochloride

: 340270-74-8
(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

Guidance literature:: With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 51h;
DOI:10.1016/S0040-4020(03)00294-1

Reference yield: 80.0%

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 340270-73-7
(S)-2-((S)-2-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester

: 340270-74-8
(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

Guidance literature:: (S)-2-((S)-2-{[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-thiopropionylamino)-3-hydroxy-propionic acid methyl ester; With acetyl chloride; In methanol;

N-(tert-butyloxycarbonyl)-L-isoleucine; With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4039(01)00194-0

Reference yield:

: 34290-59-0
(S)-methyl 2-((2S)-2-[(tert-butoxycarbonyl)-3-phenylpropanamido]-3-hydroxy)-propanoate

: 340270-74-8
(S)-2-[(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-thiopropionylamino]-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 92 percent / Lawesson's reagent / benzene / 2 h / Heating

3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 20 °C

4: acetyl chloride / methanol / 3 h / 20 °C

5: diisopropylethylamine; HOBt; DCC / CH₂Cl₂ / 63 h / 0 - 20 °C

6: acetyl chloride / methanol / 7 h / 20 °C

7: 1.85 g / diisopropylethylamine; HOBt; DCC / CH₂Cl₂ / 24 h / 0 - 20 °C

8: acetyl chloride / methanol / 11 h / 20 °C

9: 80 percent / diisopropylethylamine; HOBt; DCC / CH₂Cl₂ / 51 h / 0 - 20 °C

With Lawessons reagent; 1H-imidazole; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(03)00294-1