(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

Base Information

Chemical Name:(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester
CAS No.:193416-17-0
Molecular Formula:C₂₇H₄₄O₃S₃Si
Molecular Weight:540.928
Hs Code.:

Synonyms:(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

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Chemical Property of (S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

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Technology Process of (S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

There total 7 articles about (S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl 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: 93.0%

: 100-53-8
phenylmethanethiol

: (S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

: 193416-17-0
(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

Guidance literature:: With n-butyllithium; trimethylaluminum; In diethyl ether; n-heptane; toluene; at 0 ℃; for 12h;
DOI:10.1002/hlca.19970800502

Reference yield:

: (S)-2-[(2R,3S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-propan-1-one

: 193416-17-0
(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / ZnI₂ / CH₂Cl₂ / 3 h / Ambient temperature

2: 92 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / Ambient temperature

With 2,6-dimethylpyridine; zinc(II) iodide; In dichloromethane;
DOI:10.1016/S0040-4020(97)00617-0

Reference yield:

: (3S,4S,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(S)-2-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-methyl-2-oxo-ethyl]-3,5-dimethyl-tetrahydro-pyran-2-one

: 193416-17-0
(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-thiopropionic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: i-Bu₂AlH

2: 92 percent / ZnI₂ / CH₂Cl₂ / 3 h / Ambient temperature

3: 92 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / Ambient temperature

With 2,6-dimethylpyridine; diisobutylaluminium hydride; zinc(II) iodide; In dichloromethane;
DOI:10.1016/S0040-4020(97)00617-0