<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

Base Information

Chemical Name:<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane
CAS No.:165605-90-3
Molecular Formula:C₃₆H₅₄O₅Si₂
Molecular Weight:622.993
Hs Code.:

<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

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Chemical Property of <4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

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Technology Process of <4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

There total 3 articles about <4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane 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:

: 5-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-2-cyclohexen-1-ol

: 165605-90-3
<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / m-CPBA, NaHCO₃ / CH₂Cl₂ / 1.) -78 deg C, 2 h, 2.) r.t., 14 h

2: 86 percent / TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 4 h

3: (Me₃Si)2NLi, Et₃N / tetrahydrofuran; toluene / 1.) -78 deg C, 4 h, 2.) r.t., 13 h

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00122a037

Reference yield:

: 165880-73-9
<1S-<1α,2β,4β(4S*,6R*),5β,6α>>-4-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-ol

: 165605-90-3
<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TPAP, NMO, 4 Angstroem molecular sieves / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 4 h

2: (Me₃Si)2NLi, Et₃N / tetrahydrofuran; toluene / 1.) -78 deg C, 4 h, 2.) r.t., 13 h

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00122a037

Reference yield:

: 165605-89-0
<1R-<1α,4β(4R*,6S*),5β,6α>>-4-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

: 75-77-4
chloro-trimethyl-silane

: 165605-90-3
<4S-<4α(1αS*,4β,5β,6α),6α>>-4-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-6-<2-<5-methyl-2-<(trimethylsilyl)oxy>-7-oxabicyclo<4.1.0>hept-2-en-4-yl>ethyl>-1,3-dioxolane

Guidance literature:: With triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; 1.) -78 deg C, 4 h, 2.) r.t., 13 h;
DOI:10.1021/jo00122a037