(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

Base Information

Chemical Name:(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one
CAS No.:444804-85-7
Molecular Formula:C₄₄H₅₈O₅Si₃
Molecular Weight:751.198
Hs Code.:

Synonyms:(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

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Chemical Property of (4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

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Technology Process of (4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

There total 4 articles about (4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one 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: 91.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 444804-70-0
(Z)-(2R,3S,5S)-1,3-bis-(tert-butyldiphenylsilyloxy)-6-trimethylsilyl-oct-6-ene-2,5-diol

: 444804-85-7
(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

Guidance literature:: With pyridine; 4 A molecular sieve; triethylamine; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1039/b000299m

Reference yield:

: 32315-10-9
bis(trichloromethyl) carbonate

: 444804-70-0
(Z)-(2R,3S,5S)-1,3-bis-(tert-butyldiphenylsilyloxy)-6-trimethylsilyl-oct-6-ene-2,5-diol

: 444804-85-7
(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

: (2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-((Z)-1-trimethylsilanyl-propenyl)-tetrahydro-furan

Guidance literature:: With pyridine; 4 A molecular sieve; triethylamine; In dichloromethane; at -78 ℃; for 25h;
DOI:10.1016/S0040-4020(02)00049-2

Reference yield:

: 6224-91-5
trimethyl(prop-1-ynyl)silane

: 444804-85-7
(4R,5S,7S)-5-tert-butyldiphenylsilyloxy-4-tert-butyldiphenylsilyloxymethyl-7-[(Z)-1-trimethylsilyl-prop-1-enyl]-[1,3]dioxepan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: isobutylmagnesium bromide; Cp₂TiCl₂ / diethyl ether / 6 h / 40 °C

2: 33 percent / diethyl ether / 16 h / 0 °C

3: pyridine; Et₃N; 4 Angstroem molecular sieves / CH₂Cl₂ / 25 h / -78 °C

With pyridine; bis(cyclopentadienyl)titanium dichloride; 4 A molecular sieve; isobutylmagnesium bromide; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(02)00049-2