<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>ethanoic acid

Base Information

Chemical Name:<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>ethanoic acid
CAS No.:165605-96-9
Molecular Formula:C₂₄H₃₂O₄
Molecular Weight:384.516
Hs Code.:

Synonyms:<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>ethanoic acid

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Chemical Property of <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>ethanoic acid

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Technology Process of <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>ethanoic acid

There total 9 articles about <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>ethanoic acid 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: 94.0%

: 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

: 165605-96-9
<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>ethanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; 1.) 0 deg C, 10 min, 2.) r.t., 1 h;
DOI:10.1021/jo00122a037

Reference yield:

: 165605-92-5
<4S-<4α,5α(4S*,6R*),6β>>-5-<2-<6-<2-<<(1,1-Dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-4-methyl-6-phenyl-2-cyclohexen-1-one

: 165605-96-9
<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>ethanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / tetrahydrofuran; toluene / 0.5 h

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

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

4: 94 percent / aq. NaClO₂, aq. NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol / 1.) 0 deg C, 10 min, 2.) r.t., 1 h

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; toluene; tert-butyl alcohol;
DOI:10.1021/jo00122a037

Reference yield:

: 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

: 165605-96-9
<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>ethanoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 94 percent / aq. NaClO₂, aq. NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol / 1.) 0 deg C, 10 min, 2.) r.t., 1 h

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/jo00122a037