(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

Base Information

Chemical Name:(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one
CAS No.:203454-62-0
Molecular Formula:C₃₀H₄₈O₆Si
Molecular Weight:532.793
Hs Code.:

Synonyms:(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

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Chemical Property of (2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

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Technology Process of (2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

There total 1 articles about (2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 203454-60-8
(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-10-hydroxy-8-(2-hydroxy-ethyl)-1,7-dioxa-spiro[5.5]undecan-4-one

: 203454-62-0
(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

Guidance literature:: With 1H-imidazole; In dichloromethane;
DOI:10.1002/anie.199727381

Reference yield:

: 917-54-4
methyllithium

: 203454-62-0
(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

: 203454-64-2
(2S,4S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol

Guidance literature:: With cerium(III) chloride; In tetrahydrofuran; at -78 ℃; Yield given;
DOI:10.1002/anie.199727381

Reference yield:

: 203454-62-0
(2S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-10-hydroxy-1,7-dioxa-spiro[5.5]undecan-4-one

: (2S,4S,6R,8S,10S)-2-((R)-4-Benzyloxy-3-methyl-2-methylene-butyl)-8-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-4,10-bis-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 2 steps

1: CeCl₃ / tetrahydrofuran / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; cerium(III) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.199727381