(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

Base Information

Chemical Name:(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole
CAS No.:685108-86-5
Molecular Formula:C₁₈H₂₂O₃
Molecular Weight:286.371
Hs Code.:

Synonyms:(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

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Chemical Property of (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

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Technology Process of (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

There total 5 articles about (2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole 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: 89.0%

: 685108-85-4
(2S,3aR,4S,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-4,7-ethano-1,3-benzodioxol-5-one

: 19493-09-5
Methylenetriphenylphosphorane

: 685108-86-5
(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

Guidance literature:: In dimethyl sulfoxide; at 18 ℃; for 1h;
DOI:10.1071/CH03164

Reference yield:

: 210633-85-5
(3aS,4R,7S,7aR)-3a,4,7,7a-tetrahydro-2,2,7-trimethyl-4,7-ethano-1,3-benzodioxol-8-one

: 685108-86-5
(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / hydrogen / palladium on carbon / ethanol / 16 h / 18 °C / 760 Torr

2: 86 percent / acetic acid / H₂O / 18 h / 80 °C

3: 100 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 2 h / 0 °C

4: 89 percent / dimethylsulfoxide / 1 h / 18 °C

With hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; 4: Wittig reaction;
DOI:10.1071/CH03164

Reference yield:

: (3aS,4R,7S,7aR)-8-chloro-3a,4,7,7a-tetrahydro-2,2,7-trimethyl-4,7-ethano-1,3-benzodioxole-8-carbonitrile

: 685108-86-5
(2S,3aR,4R,7S,7aS)-hexahydro-2-(4-methoxyphenyl)-4-methyl-5-methylene-4,7-ethano-1,3-benzodioxole

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / potassium hydroxide / H₂O / 16 h / Heating

2: 96 percent / hydrogen / palladium on carbon / ethanol / 16 h / 18 °C / 760 Torr

3: 86 percent / acetic acid / H₂O / 18 h / 80 °C

4: 100 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 2 h / 0 °C

5: 89 percent / dimethylsulfoxide / 1 h / 18 °C

With potassium hydroxide; hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; 5: Wittig reaction;
DOI:10.1071/CH03164