(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

Base Information

Chemical Name:(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol
CAS No.:651020-30-3
Molecular Formula:C₃₁H₄₀O₃Si
Molecular Weight:488.742
Hs Code.:

Synonyms:(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

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Chemical Property of (2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

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Technology Process of (2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

There total 5 articles about (2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol 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: 87.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 651020-28-9
(2R,3R)-5-(benzyloxy)-2-(prop-2-enyl)pentane-1,3-diol

: 651020-30-3
(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.1002/hlca.200390243

Reference yield:

: 22273-77-4
((but-3-yn-1-yloxy)methyl)benzene

: 651020-30-3
(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: MeLi / tetrahydrofuran; diethyl ether / 0.5 h / -78 - -20 °C

1.2: 93 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C

2.1: 96 percent / H₂; quinoline / Lindlar catalyst / ethyl acetate

3.1: tetraisopropyl orthotitanate; (+)-diisopropyl L-tartrate; t-BuOOH / CH₂Cl₂ / -50 - -20 °C

3.2: 4.0 g / diethyl ether; tetrahydrofuran / 1 h / -50 °C

4.1: 87 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; methyllithium; hydrogen; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/hlca.200390243

Reference yield:

: 22273-79-6
5-benzyloxy-2-pentyn-1-ol

: 651020-30-3
(2R,3S)-5-(benzyloxy)-1-[[(tert-butyl)diphenylsilyl]oxy]-2-(prop-2-enyl)pentan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / H₂; quinoline / Lindlar catalyst / ethyl acetate

2.1: tetraisopropyl orthotitanate; (+)-diisopropyl L-tartrate; t-BuOOH / CH₂Cl₂ / -50 - -20 °C

2.2: 4.0 g / diethyl ether; tetrahydrofuran / 1 h / -50 °C

3.1: 87 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; hydrogen; Lindlar's catalyst; In dichloromethane; ethyl acetate;
DOI:10.1002/hlca.200390243