<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

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Chemical Name:<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
CAS No.:165605-89-0
Molecular Formula:C₃₃H₄₆O₅Si
Molecular Weight:550.811
Hs Code.:

Synonyms:<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

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Chemical Property of <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

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Technology Process of <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

There total 2 articles about <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 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: 86.0%

: 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

: 165605-89-0
<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

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; 1.) 0 deg C, 1 h, 2.) r.t., 4 h;
DOI:10.1021/jo00122a037

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

: 165605-89-0
<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

Guidance literature:: Multi-step reaction with 2 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

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
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

: 165605-95-8
<4R-<4α,6α(1αS*,2α,6β)>>-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanal

Guidance literature:: Multi-step reaction with 6 steps

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

2: 87 percent / MeSO₂Cl, pyridine / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) r.t., 12 h

3: 81 percent / tetrahydrofuran; toluene / 0.5 h

4: 97 percent / TBAF / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) r.t., 16 h

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) -78 deg C, 10 min; r.t., 20 min

With pyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00122a037