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

Base Information

Chemical Name:4-[(S)-4-acetoxy-6-((2S,6R)-4-bromomethylene-6-vinyl-tetrahydro-pyran-2-ylmethyl)-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester
CAS No.:935248-61-6
Molecular Formula:C₄₀H₅₅BrO₈Si
Molecular Weight:771.861
Hs Code.:

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

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

There total 5 articles about 4-[(S)-4-acetoxy-6-((2S,6R)-4-bromomethylene-6-vinyl-tetrahydro-pyran-2-ylmethyl)-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:

: 935248-60-5
C₃₉H₅₃BrO₉Si

: 1779-49-3
Methyltriphenylphosphonium bromide

: 935248-61-6
4-[(S)-4-acetoxy-6-((2S,6R)-4-bromomethylene-6-vinyl-tetrahydro-pyran-2-ylmethyl)-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2.5h;

C₃₉H₅₃BrO₉Si; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/ja067305j

Reference yield:

: C₄₃H₆₇BrO₈Si₂

: 935248-61-6
4-[(S)-4-acetoxy-6-((2S,6R)-4-bromomethylene-6-vinyl-tetrahydro-pyran-2-ylmethyl)-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 217 mg / pyridine / CH₂Cl₂ / 20 °C

2.1: 84 percent / pyridinium p-toluenesulfonate / methanol / 1 h / 20 °C

3.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 2.5 h / 0 °C

4.2: 20 mg / tetrahydrofuran; hexane / 0.5 h / 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ja067305j

Reference yield:

: 935248-58-1
C₄₅H₆₉BrO₉Si₂

: 935248-61-6
4-[(S)-4-acetoxy-6-((2S,6R)-4-bromomethylene-6-vinyl-tetrahydro-pyran-2-ylmethyl)-6-methoxy-5,5-dimethyl-tetrahydro-pyran-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / pyridinium p-toluenesulfonate / methanol / 1 h / 20 °C

2.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 2.5 h / 0 °C

3.2: 20 mg / tetrahydrofuran; hexane / 0.5 h / 20 °C

With n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ja067305j