<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

Base Information

Chemical Name:<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
CAS No.:165880-73-9
Molecular Formula:C₃₃H₄₈O₅Si
Molecular Weight:552.827
Hs Code.:

Synonyms:<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

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Chemical Property of <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

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Technology Process of <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

There total 1 articles about <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 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: 64.0%

: 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

: <1R-<1α,2α,4α(4R*,6S*),5α,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

: 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

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1.) -78 deg C, 2 h, 2.) r.t., 14 h;
DOI:10.1021/jo00122a037

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:

: 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

: 165605-95-8
<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 7 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

3: 87 percent / MeSO₂Cl, pyridine / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) r.t., 12 h

4: 81 percent / tetrahydrofuran; toluene / 0.5 h

5: 97 percent / TBAF / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) r.t., 16 h

6: 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; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00122a037