(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

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Chemical Name:(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one
CAS No.:107148-22-1
Molecular Formula:C₂₃H₂₈O₄Si
Molecular Weight:396.558
Hs Code.:

Synonyms:(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

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Chemical Property of (5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

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Technology Process of (5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

There total 4 articles about (5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 107148-22-1
(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiAlH₄ 2.) pyridine / 1.) ether, 0 deg C, 15 min 2.) from 0 deg C to RT, 2 h

2: 92 percent / vanadylacetylacetonate, tert-butyl hydroperoxide / CH₂Cl₂; toluene / 0 - 5 °C

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

With pyridine; tert.-butylhydroperoxide; lithium aluminium tetrahydride; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(acetylacetonato) oxovanadium(IV); In dichloromethane; toluene;
DOI:10.1021/jo00253a021

Reference yield:

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

: 107148-22-1
(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 2 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

With tert.-butylhydroperoxide; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(acetylacetonato) oxovanadium(IV); In dichloromethane; toluene;
DOI:10.1021/jo00253a021

Reference yield:

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

: 107148-22-1
(5R-cis)-5,6-dihydro-5-hydroxy-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2H-pyran-2-one

Guidance literature:: With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, reflux, 1 d 2.) CH₂Cl₂, 0 deg C, overnight;
DOI:10.1021/jo00253a021