tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane
CAS No.:902775-77-3
Molecular Formula:C₂₉H₄₀O₆Si
Molecular Weight:512.718
Hs Code.:

Synonyms:tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

There total 7 articles about tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane 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: 81.0%

: 902775-76-2
(S)-1-[(3aS,4S,6S,6aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxol-3a-yl]-ethanol

: 107-30-2
chloromethyl methyl ether

: 902775-77-3
tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 48h;
DOI:10.1016/j.tetlet.2006.04.054

Reference yield:

: Acetic acid (3aS,6S,6aS)-4-hydroxy-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxol-3a-ylmethyl ester

: 902775-77-3
tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / imidazole / CH₂Cl₂ / 6 h / 0 - 20 °C

2: 40 percent / NaOMe / methanol / 12 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -78 °C

4: diethyl ether / 3 h / -78 °C

5: 81 percent / DIPEA; TBAI / CH₂Cl₂ / 48 h / 0 - 20 °C

With 1H-imidazole; oxalyl dichloride; sodium methylate; tetra-(n-butyl)ammonium iodide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; 3: Swern oxidation;
DOI:10.1016/j.tetlet.2006.04.054

Reference yield:

: 1053628-91-3
(3aR,4S,6S,6aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxole-3a-carbaldehyde

: 902775-77-3
tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 3 h / -78 °C

2: 81 percent / DIPEA; TBAI / CH₂Cl₂ / 48 h / 0 - 20 °C

With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1016/j.tetlet.2006.04.054