(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

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Chemical Name:(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol
CAS No.:828915-88-4
Molecular Formula:C₂₈H₅₀O₄Si₂
Molecular Weight:506.874
Hs Code.:

Synonyms:(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

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Chemical Property of (1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

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Technology Process of (1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

There total 1 articles about (1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol 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%

: 828915-86-2
Formic acid (5S,8R,9S,9aR)-8-(tert-butyl-dimethyl-silanyloxy)-9-[2-(dimethyl-phenyl-silanyl)-ethyl]-5-methyl-2-oxo-2,3,4,5,7,8,9,9a-octahydro-benzo[b]oxepin-6-ylmethyl ester

: 828915-88-4
(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

Guidance literature:: Formic acid (5S,8R,9S,9aR)-8-(tert-butyl-dimethyl-silanyloxy)-9-[2-(dimethyl-phenyl-silanyl)-ethyl]-5-methyl-2-oxo-2,3,4,5,7,8,9,9a-octahydro-benzo[b]oxepin-6-ylmethyl ester; With lithium aluminium tetrahydride; In diethyl ether; at -10 - 0 ℃;

With lithium borohydride; In diethyl ether; at 0 - 20 ℃;
DOI:10.1002/ejoc.200500739

Reference yield: 91.0%

: 76-83-5
trityl chloride

: 828915-88-4
(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

: 828915-89-5
(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-2-((S)-1-methyl-4-trityloxy-butyl)-3-trityloxymethyl-cyclohex-2-enol

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1002/anie.200460936

Reference yield:

: 828915-88-4
(1R,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(dimethyl-phenyl-silanyl)-ethyl]-3-hydroxymethyl-2-((S)-4-hydroxy-1-methyl-butyl)-cyclohex-2-enol

: 885483-14-7
(1R,2R,3R)-2-[2-(Dimethyl-phenyl-silanyl)-ethyl]-4-((S)-1-methyl-4-trityloxy-butyl)-5-trityloxymethyl-cyclohex-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / DMAP; pyridine / CH₂Cl₂ / 40 h / 20 °C

2: 97 percent / TBAF; HOAc / tetrahydrofuran / 3 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200500739