(R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl ester
CAS No.:774599-29-0
Molecular Formula:C₂₄H₃₅NO₁₂S
Molecular Weight:561.607
Hs Code.:

Synonyms:(R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl ester

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Chemical Property of (R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl ester

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Technology Process of (R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl ester

There total 2 articles about (R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-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: 76.0%

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

: 172749-96-1
N-[(tert-butoxy)carbonyl]-L-cysteine methyl ester

: 774599-29-0
(R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl 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-butoxy)carbonyl]-L-cysteine methyl ester; In water; N,N-dimethyl-formamide; at 20 ℃; for 2.5h;
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

: 774599-29-0
(R)-2-tert-Butoxycarbonylamino-3-((1S,4S,5S,6R)-4,5,6-triacetoxy-3-acetoxymethyl-cyclohex-2-enylsulfanyl)-propionic acid methyl 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: 76 percent / CsCO₃ / dimethylformamide; H₂O / 2.5 h / 20 °C

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