(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

Base Information

Chemical Name:(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate
CAS No.:1393927-26-8
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

Synonyms:(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

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Chemical Property of (2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

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Technology Process of (2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

There total 8 articles about (2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate 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:

: 1393927-38-2
C₂₃H₃₀O₄Si

: 1826-67-1
vinyl magnesium bromide

: 1393927-26-8
(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

Guidance literature:: C₂₃H₃₀O₄Si; With magnesium bromide ethyl etherate; In dichloromethane; for 1h;

vinyl magnesium bromide; In tetrahydrofuran; dichloromethane; at -78 ℃; for 12.25h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/hlca.201100512

Reference yield:

: 1393927-38-2
C₂₃H₃₀O₄Si

: 1826-67-1
vinyl magnesium bromide

: 1393927-37-1
C₂₅H₃₄O₄Si

: 1393927-26-8
(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

Guidance literature:: C₂₃H₃₀O₄Si; With magnesium bromide ethyl etherate; In dichloromethane; for 1h;

vinyl magnesium bromide; In tetrahydrofuran; dichloromethane; at -20 ℃; for 12.25h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/hlca.201100512

Reference yield:

: 1393927-33-7
(2R,4S)-5-{[(tert-butyl)dimethylsilyl]oxy}-4-{[(tert-butyl)diphenylsilyl]oxy}pentan-2-yl acetate

: 1393927-26-8
(2R,4S,5S)-4-{[(tert-Butyl)diphenylsilyl]oxy}-5-hydroxyhept-6-en-2-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridinium p-toluenesulfonate / methanol / 12 h / 0 - 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 5 h / 20 °C

3.1: magnesium bromide ethyl etherate / dichloromethane / 1 h

3.2: 12.25 h / -20 °C

With pyridinium p-toluenesulfonate; magnesium bromide ethyl etherate; pyridinium chlorochromate; In methanol; dichloromethane;
DOI:10.1002/hlca.201100512