(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

Base Information

Chemical Name:(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole
CAS No.:685108-95-6
Molecular Formula:C₂₁H₂₆O₅
Molecular Weight:358.434
Hs Code.:

Synonyms:(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

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Technology Process of (3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

There total 4 articles about (3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole 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: 90.0%

: 685108-94-5
(3aS,4R,4aS,6S,7aR,8S,8aR)-hexahydro-6-(4-methoxyphenyl)-2,2,8-trimethyl-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]-dioxol-9-one

: 19493-09-5
Methylenetriphenylphosphorane

: 685108-95-6
(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

Guidance literature:: In dimethyl sulfoxide; at 65 ℃; for 16h;
DOI:10.1071/CH03164

Reference yield:

: 210633-86-6
(3aR,4S,7R,7aS,8S,9R)-tetrahydro-8,9-dihydroxy-2,2,4-trimethyl-4,7-ethano-1,3-benzodioxol-5(4H)-one

: 685108-95-6
(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 16 h / 18 °C

2: 90 percent / dimethylsulfoxide / 16 h / 65 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; dimethyl sulfoxide; 2: Wittig reaction;
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

: 685108-95-6
(3aR,4S,4aR,6S,7aS,8R,8aS)-hexahydro-6-(4-methoxyphenyl)-2,2,4-trimethyl-10-methylene-4,8-ethanobenzo[1,2-d:4,5-d']bis[1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / osmium tetroxide; trimethylamine N-oxide; pyridine / 2-methyl-propan-2-ol / 5 h / Heating

2: 79 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 16 h / 18 °C

3: 90 percent / dimethylsulfoxide / 16 h / 65 °C

With pyridine; osmium(VIII) oxide; trimethylamine-N-oxide; toluene-4-sulfonic acid; In tetrahydrofuran; dimethyl sulfoxide; tert-butyl alcohol; 3: Wittig reaction;
DOI:10.1071/CH03164