(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one
CAS No.:929118-81-0
Molecular Formula:C₄₁H₅₁NO₆Si
Molecular Weight:681.945
Hs Code.:

(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

Synonyms:(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

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Chemical Property of (S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

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Technology Process of (S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

There total 6 articles about (S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-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: 90.0%

: 929118-80-9
(S)-4-benzyl-3-[(1R,2S,3S,4R,4aS,8aS)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-decahydro-naphthalene-1-carbonyl]-oxazolidin-2-one

: 77-76-9
2,2-dimethoxy-propane

: 929118-81-0
(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

Guidance literature:: With toluene-4-sulfonic acid; In acetone; for 1.5h;
DOI:10.1021/ja0684996

Reference yield:

: 929118-79-6
(S)-4-benzyl-3-[(1R,2S,4aR,8aS)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl]-oxazolidin-2-one

: 929118-81-0
(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / K₂OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 60 h / pH 7.0

2: 90 percent / p-toluenesulfonic acid hydrate / acetone / 1.5 h

With potassium osmate(VI); N-methyl-2-indolinone; toluene-4-sulfonic acid; In acetone; tert-butyl alcohol;
DOI:10.1021/ja0684996

Reference yield:

: 929118-78-5
(S)-4-benzyl-3-[(2E,8E,10E)-12-(tert-butyl-diphenyl-silanyloxy)-dodeca-2,8,10-trienoyl]-oxazolidin-2-one

: 929118-81-0
(S)-1-benzyl-3-[(3aS,4S,5R,5aS,9aS,9bR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-decahydro-naphtho[1,2-d][1,3]dioxole-5-carbonyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / Me₂AlCl / CH₂Cl₂ / 1.5 h / -78 - -30 °C

2: 92 percent / K₂OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 60 h / pH 7.0

3: 90 percent / p-toluenesulfonic acid hydrate / acetone / 1.5 h

With potassium osmate(VI); N-methyl-2-indolinone; dimethylaluminum chloride; toluene-4-sulfonic acid; In dichloromethane; acetone; tert-butyl alcohol; 1: Diels-Alder cycloaddition;
DOI:10.1021/ja0684996