<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

Base Information

Chemical Name:<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol
CAS No.:165605-94-7
Molecular Formula:C₂₄H₃₄O₃
Molecular Weight:370.532
Hs Code.:

Synonyms:<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

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Chemical Property of <4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

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Technology Process of <4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

There total 7 articles about <4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol 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: 97.0%

: 165605-93-6
<4R-<4α(1αS*,2α,6β),6α>>-4-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxolane

: 165605-94-7
<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) r.t., 16 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

: 165605-94-7
<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

Guidance literature:: Multi-step reaction with 6 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

With pyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; methanesulfonyl chloride; 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

: 165605-94-7
<4S-<4α,6α(1αR*,2α,6β)>>-2-<6-<2-(2-Methyl-5-methylene-6-phenyl-3-cyclohexen-1-yl)ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

Guidance literature:: Multi-step reaction with 5 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

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