(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

Base Information

Chemical Name:(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one
CAS No.:170238-26-3
Molecular Formula:C₁₈H₂₂O₄
Molecular Weight:302.37
Hs Code.:

Synonyms:(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

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Chemical Property of (3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

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Technology Process of (3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

There total 11 articles about (3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one 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: 91.0%

: 170238-33-2
Acetic acid (R)-2-[3,3-dimethyl-cyclohex-(E)-ylidene]-1-((3S,3aR,3bR,6aS,7aS)-2-oxo-2,3,3a,3b,6a,7a-hexahydro-difuro[2,3-b;3',2'-d]furan-3-yl)-ethyl ester

: 170238-26-3
(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

Guidance literature:: With diazobicycloundecane; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; at 80 ℃; for 3h;
DOI:10.1021/ja00142a051

Reference yield: 90.0%

: 170423-35-5
(3S,3aR,3bR,6aS,7aS)-3-{(S)-2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-1-hydroxy-ethyl}-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

: 170238-26-3
(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

Guidance literature:: With dicyclohexyl-carbodiimide; copper dichloride; In diethyl ether; at 23 ℃; for 18h;
DOI:10.1021/ja00142a051

Reference yield:

: 26532-25-2,36872-03-4
(E)-3,3-Dimethylcyclohexane-Δ^1,?-acetaldehyde

: 170238-26-3
(3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) ZnCl₂

2: 91 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / 0.67 h / 23 °C

3: 91 percent / diazobicycloundecane / dimethylformamide; 1,2-dimethoxy-ethane / 3 h / 80 °C

With dmap; n-butyllithium; diazobicycloundecane; triethylamine; zinc(II) chloride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00142a051