Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester
CAS No.:254752-95-9
Molecular Formula:C₁₈H₃₀O₅S
Molecular Weight:358.499
Hs Code.:

Synonyms:Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

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Chemical Property of Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

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Technology Process of Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

There total 9 articles about Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester 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: 42.0%

: 124-63-0
methanesulfonyl chloride

: 254752-71-1
(1R,2S,3R,5R,2'S,3a'R,6a'S)-2-(hexahydrofuro[2,3-b]furan-2'-yl)-5-isopropenyl-2,3-dimethyl-1-cyclohexanol

: 254752-95-9
Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;
DOI:10.1021/jo991151r

Reference yield:

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

: 254752-95-9
Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: CuBr*Me₂S / hexamethylphosphoric acid triamide

1.2: hexamethylphosphoric acid triamide

2.1: 40 percent / triphenylmethyl perchlorate / CH₂Cl₂ / 78 h / -78 °C

3.1: 96 percent / lithium tri-sec-butylborohydride / tetrahydrofuran / 8 h / 20 °C

4.1: 42 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; copper(I) bromide dimethylsulfide complex; trityl perchlorate; L-Selectride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1.1: Addition / 1.2: silylation / 2.1: Mukaiyama addition / 3.1: Reduction / 4.1: mesylation;
DOI:10.1021/jo991151r

Reference yield:

: 104223-37-2
hexahydro furo<2,3-b>furan-2-one

: 254752-95-9
Methanesulfonic acid (1R,2R,3R,5R)-2-(2S,3aR,6aS)-hexahydro-furo[2,3-b]furan-2-yl-5-isopropenyl-2,3-dimethyl-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBALH / toluene / 1.5 h / -78 °C

1.2: 62 percent / BF₃*Et₂O / toluene / 0.08 h / -78 - -60 °C

2.1: 40 percent / triphenylmethyl perchlorate / CH₂Cl₂ / 78 h / -78 °C

3.1: 96 percent / lithium tri-sec-butylborohydride / tetrahydrofuran / 8 h / 20 °C

4.1: 42 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; trityl perchlorate; L-Selectride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene; 1.1: Reduction / 1.2: Etherification / 2.1: Mukaiyama addition / 3.1: Reduction / 4.1: mesylation;
DOI:10.1021/jo991151r