(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

Base Information

Chemical Name:(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone
CAS No.:213833-81-9
Molecular Formula:C₁₇H₂₆O₃
Molecular Weight:278.392
Hs Code.:

Synonyms:(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

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Chemical Property of (2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

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Technology Process of (2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

There total 8 articles about (2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone 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: 40.0%

: 213833-70-6
(3R,5R)-(5-isopropenyl-2,3-dimethylcyclohex-1-enyloxy)trimethylsilane

: 213833-82-0
(+/-)-2-methoxyhexahydrofuro[2,3-b]furan

: 213833-77-3
(2R,3R,5R)-2-[(2R,3aS,6aR)-2,3,3a,4,5,6a-hexahydrofluoro[2,3-b]furan-2-yl]-5-isopropenyl-2,3-dimethylcyclohexanone

: 213833-81-9
(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

Guidance literature:: With trityl perchlorate; In dichloromethane; at -78 ℃; for 78h;
DOI:10.1021/jo991151r

Reference yield: 35.0%

: 917-64-6
methyl magnesium iodide

: 6485-40-1,2244-16-8
(R)-Carvone

: 213833-82-0
(+/-)-2-methoxyhexahydrofuro[2,3-b]furan

: 213833-81-9
(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

Guidance literature:: methyl magnesium iodide; (R)-Carvone; With chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex;

(+/-)-2-methoxyhexahydrofuro[2,3-b]furan; With triphenylmethylium hexachloroantimonate(V); In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4020(00)00110-1

Reference yield:

: 6485-40-1,2244-16-8
(R)-Carvone

: 213833-81-9
(2R,3R,5R,2'R,3a'S,6a'R)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuBr*Me₂S / hexamethylphosphoric acid triamide

1.2: hexamethylphosphoric acid triamide

2.1: 35 percent / triphenylmethyl perchlorate / CH₂Cl₂ / 78 h / -78 °C

With copper(I) bromide dimethylsulfide complex; trityl perchlorate; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1.1: Addition / 1.2: silylation / 2.1: Mukaiyama addition;
DOI:10.1021/jo991151r