(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

Base Information

Chemical Name:(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane
CAS No.:1437312-71-4
Molecular Formula:C₂₆H₃₃BrO₂Si
Molecular Weight:485.536
Hs Code.:

Synonyms:(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

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Chemical Property of (2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

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Technology Process of (2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

There total 4 articles about (2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane 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: 69.0%

: 1227307-11-0
1-((R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-yloxy)but-2-ynyl acetate

: 1437312-71-4
(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

Guidance literature:: With 2,6-dimethylpyridine; trimethylsilyl bromide; In dichloromethane; at 0 - 20 ℃; for 6.25h;
DOI:10.1002/chem.201202553

Reference yield:

: 125975-53-3,147220-48-2,116996-54-4
(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

: 1437312-71-4
(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide / tetrahydrofuran / 0.08 h / -60 °C

1.2: 1.5 h / -55 - -30 °C

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

3.2: 22 h / -78 °C

4.1: 2,6-dimethylpyridine; trimethylsilyl bromide / dichloromethane / 6.25 h / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; copper(l) iodide; trimethylsilyl bromide; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/chem.201202553

Reference yield:

: 112897-09-3
(3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol

: 1437312-71-4
(2-((2S,4S,6S)-4-bromo-6-(prop-1-yn-1-yl)tetrahydro-2H-pyran-2-yl)ethoxy)(tertbutyl)diphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C

2.2: 22 h / -78 °C

3.1: 2,6-dimethylpyridine; trimethylsilyl bromide / dichloromethane / 6.25 h / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; trimethylsilyl bromide; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; In dichloromethane; toluene;
DOI:10.1002/chem.201202553