(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

Base Information

Chemical Name:(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester
CAS No.:774599-30-3
Molecular Formula:C₃₆H₄₉N₃O₁₄S
Molecular Weight:779.863
Hs Code.:

(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

Synonyms:(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

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Chemical Property of (S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

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Technology Process of (S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

There total 6 articles about (S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic 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: 84.0%

: 775348-83-9
Acetic acid (1S,2S,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-hydroxy-cyclohex-3-enyl ester

: 774599-42-7
N-tert-butoxycarbonyl-glycine-L-cysteine-L-phenylalanine ethyl ester

: 774599-30-3
(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

Guidance literature:: Acetic acid (1S,2S,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-hydroxy-cyclohex-3-enyl ester; With pyridine; methanesulfonyl chloride; In dichloromethane; at 20 ℃; for 1h;

N-tert-butoxycarbonyl-glycine-L-cysteine-L-phenylalanine ethyl ester; In water; N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1021/ol0490779

Reference yield:

: 774599-21-2
Acetic acid (1S,2S,6R)-2,6-diacetoxy-3-acetoxymethyl-5-oxo-cyclohex-3-enyl ester

: 774599-30-3
(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1.5 h / -7 °C

2.1: pyridine; methanesulfonyl chloride / CH₂Cl₂ / 1 h / 20 °C

2.2: 84 percent / CsCO₃ / dimethylformamide; H₂O / 6 h / 20 °C

With pyridine; sodium tetrahydroborate; cerium(III) chloride; methanesulfonyl chloride; In methanol; dichloromethane;
DOI:10.1021/ol0490779

Reference yield:

: 774599-40-5
S-trityl-L-cysteine-L-phenylalanine ethyl ester

: 774599-30-3
(S)-2-[(R)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionylamino]-3-phenyl-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / PyBOP; HOBt; 2,4,6-collidine / CH₂Cl₂; dimethylformamide / 7 h / 20 °C

2.1: 89 percent / triisopropylsilane; trifluoroacetic acid / CH₂Cl₂ / 0.42 h / 20 °C

3.1: pyridine; methanesulfonyl chloride / CH₂Cl₂ / 1 h / 20 °C

3.2: 84 percent / CsCO₃ / dimethylformamide; H₂O / 6 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; chlorotriisopropylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; methanesulfonyl chloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0490779