<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

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>ethanal
CAS No.:165605-95-8
Molecular Formula:C₂₄H₃₂O₃
Molecular Weight:368.516
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>ethanal

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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>ethanal

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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>ethanal

There total 8 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>ethanal 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:

: 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

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

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

: 165605-95-8
<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 8 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

4: 87 percent / MeSO₂Cl, pyridine / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) r.t., 12 h

5: 81 percent / tetrahydrofuran; toluene / 0.5 h

6: 97 percent / TBAF / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) r.t., 16 h

7: 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; sodium hydrogencarbonate; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00122a037