(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

Base Information

Chemical Name:(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol
CAS No.:115118-71-3
Molecular Formula:C₂₃H₃₀O₂Si
Molecular Weight:366.576
Hs Code.:

Synonyms:(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

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Chemical Property of (1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

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Technology Process of (1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

There total 1 articles about (1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-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:

: 34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 58479-61-1
tert-butylchlorodiphenylsilane

: 115118-71-3
(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

Guidance literature:: With pyridine; lithium aluminium tetrahydride; Yield given. Multistep reaction; 1.) ether, 0 deg C, 15 min 2.) from 0 deg C to RT, 2 h;
DOI:10.1021/jo00253a021

Reference yield: 92.0%

: 115118-71-3
(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

: 107148-21-0
<1S-(1α,2β,5α)>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-6-oxabicyclo<3.1.0>hexan-3-one

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonato) oxovanadium(IV); In dichloromethane; toluene; at 0 - 5 ℃;
DOI:10.1021/jo00253a021

Reference yield:

: 115118-71-3
(1S,2R)-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3-cyclopenten-1-ol

: C₅₈H₈₆O₇Si₄

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / vanadylacetylacetonate, tert-butyl hydroperoxide / CH₂Cl₂; toluene / 0 - 5 °C

2: 1.) NaHCO₃, mCPBA, 3-tert-bytyl-4-hydroxy-5-methylphenyl sulfide 2.) triethylamine / 1.) CH₂Cl₂, reflux, 1 d 2.) CH₂Cl₂, 0 deg C, overnight

3: 83 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / -15 °C

4: 94 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.25 h / -78 °C

5: triethylsilane, boron trifluoride / CH₂Cl₂; diethyl ether / 0.5 h / -78 °C

With 2,6-dimethylpyridine; triethylsilane; tert.-butylhydroperoxide; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; boron trifluoride; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(acetylacetonato) oxovanadium(IV); In diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/jo00253a021