4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Base Information

Chemical Name:4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester
CAS No.:935248-57-0
Molecular Formula:C₃₇H₅₃BrO₈Si
Molecular Weight:733.813
Hs Code.:

4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Synonyms:4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

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Chemical Property of 4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

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Technology Process of 4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

There total 1 articles about 4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester 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: 71.0%

: 6-[5-(4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-yl)-2-hydroxy-3,3-dimethyl-4-oxo-pentyl]-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-one

: 149-73-5
trimethyl orthoformate

: 935248-57-0
4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: pyridinium p-toluenesulfonate; In methanol; for 2h; Heating;
DOI:10.1021/ja067305j

Reference yield:

: 935248-57-0
4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

: 994-30-9
triethylsilyl chloride

: C₄₃H₆₇BrO₈Si₂

Guidance literature:: With dmap; In dichloromethane; at -20 - 20 ℃;
DOI:10.1021/ja067305j

Reference yield:

: 935248-57-0
4-[(2S,4S)-6-((2S,6R)-4-bromomethylene-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-4-hydroxy-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

: 935248-58-1
C₄₅H₆₉BrO₉Si₂

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP / CH₂Cl₂ / -20 - 20 °C

2: 217 mg / pyridine / CH₂Cl₂ / 20 °C

With pyridine; dmap; In dichloromethane;
DOI:10.1021/ja067305j