(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

Base Information

Chemical Name:(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol
CAS No.:189701-88-0
Molecular Formula:C₂₈H₄₀O₆Si
Molecular Weight:500.707
Hs Code.:

Synonyms:(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

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Chemical Property of (1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

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Technology Process of (1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

There total 4 articles about (1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol 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: 45.0%

: 189701-54-0
(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone

: 189701-50-6
(1R,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

: 189701-88-0
(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at -15 ℃; for 5h;
DOI:10.1021/jo961542v

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 189701-88-0
(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / imidazole / CH₂Cl₂ / 0 °C

2: 92 percent / oxalyl chloride, DMSO, TEA / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -78 deg C to 0 deg C

3: 45 percent / Zn(BH₄)2 / diethyl ether / 5 h / -15 °C

With 1H-imidazole; zinc(II) tetrahydroborate; oxalyl dichloride; TEA; dimethyl sulfoxide; In diethyl ether; dichloromethane;
DOI:10.1021/jo961542v

Reference yield:

: 189701-50-6
(1R,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

: 189701-88-0
(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxy)-1,2-bis-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / oxalyl chloride, DMSO, TEA / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -78 deg C to 0 deg C

2: 45 percent / Zn(BH₄)2 / diethyl ether / 5 h / -15 °C

With zinc(II) tetrahydroborate; oxalyl dichloride; TEA; dimethyl sulfoxide; In diethyl ether; dichloromethane;
DOI:10.1021/jo961542v