(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

Base Information

Chemical Name:(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol
CAS No.:627512-02-1
Molecular Formula:C₄₀H₅₄O₈Si
Molecular Weight:690.949
Hs Code.:

(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

Synonyms:(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

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Chemical Property of (2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

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Technology Process of (2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

There total 1 articles about (2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-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: 75.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 627511-92-6
(2R,4S,6R,8S,10S)-2-Hydroxymethyl-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

: 627512-02-1
(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tetlet.2003.08.082

Reference yield: 85.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 627512-02-1
(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

: 627512-03-2
(2R,4S,6S,8S,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃;
DOI:10.1016/j.tetlet.2003.08.082

Reference yield:

: 627512-02-1
(2R,4S,6R,8S,10S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-10-methoxy-8-[(4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-ylmethyl]-1,7-dioxa-spiro[5.5]undecan-4-ol

: 627511-93-7
(2R,3S)-4-[(2S,4S,6S,8R,10S)-10-(tert-Butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl]-3-(4-methoxy-benzyloxy)-2-methyl-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / imidazole / dimethylformamide / 50 °C

2: 72 percent / DIBALH / CH₂Cl₂; hexane / 0 °C

3: 96 percent / o-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 20 °C

With 1H-imidazole; diisobutylaluminium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.08.082