(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

Base Information

Chemical Name:(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol
CAS No.:875303-38-1
Molecular Formula:C₃₂H₅₀O₅Si₂
Molecular Weight:570.917
Hs Code.:

Synonyms:(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

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Chemical Property of (E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

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Technology Process of (E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

There total 4 articles about (E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol 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: 95.0%

: 875303-37-0
4-[5-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoic acid tert-butyl ester

: 875303-38-1
(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

Guidance literature:: With sodium tetrahydroborate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2005-918960

Reference yield:

: 875303-35-8
(E)-(S)-4-Hydroxy-4-((4S,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-2-enoic acid tert-butyl ester

: 875303-38-1
(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / Et₃N; DMAP

2: 100 percent / imidazole; DMAP / dimethylformamide / 50 °C

3: 95 percent / DIBAL-H; NaBH₄ / CH₂Cl₂; tetrahydrofuran; methanol

With 1H-imidazole; dmap; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918960

Reference yield:

: 875303-36-9
(E)-(S)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-hydroxy-but-2-enoic acid tert-butyl ester

: 875303-38-1
(E)-(S)-4-[(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole; DMAP / dimethylformamide / 50 °C

2: 95 percent / DIBAL-H; NaBH₄ / CH₂Cl₂; tetrahydrofuran; methanol

With 1H-imidazole; dmap; sodium tetrahydroborate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2005-918960