(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

Base Information

Chemical Name:(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane
CAS No.:952101-25-6
Molecular Formula:C₂₁H₃₄O₂Si
Molecular Weight:346.585
Hs Code.:

Synonyms:(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

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Chemical Property of (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

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Technology Process of (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

There total 2 articles about (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane 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: 94.0%

: 895532-66-8
(1S,3S,4R)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutanol

: 69739-34-0
t-butyldimethylsiyl triflate

: 952101-25-6
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1021/jo070861r

Reference yield:

: (4R,5R)-4-benzyloxy-2-methoxy-3,3-dimethyl-5-vinyltetrahydrofuran

: 952101-25-6
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / BF₃*OEt₂; n-butyllithium / Cp₂ZrCl₂ / tetrahydrofuran; hexane / -78 - 20 °C

2: 94 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; boron trifluoride diethyl etherate; zirconocene dichloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo070861r

Reference yield: 94.0%

: 952101-25-6
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane

: 952101-26-7
(1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-(2-hydroxyethyl)cyclobutane

Guidance literature:: (1S,3S,4S)-1-(tert-butyldimethylsilyloxy)-3-benzyloxy-2,2-dimethyl-4-vinylcyclobutane; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h; Further stages.;
DOI:10.1021/jo070861r