(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

Base Information

Chemical Name:(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate
CAS No.:475197-89-8
Molecular Formula:C₁₁H₁₈O₃
Molecular Weight:198.262
Hs Code.:

Synonyms:(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

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Chemical Property of (+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

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Technology Process of (+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

There total 6 articles about (+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate 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: 82.0%

: 197972-03-5
(+)-methyl (6S)-(Z)-6,7-epoxy-7-methyl-3-(trimethylsilyl)methyl-2-octenoate

: 475197-89-8
(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0957-4166(02)00335-X

Reference yield:

: 197845-69-5
(-)-methyl (6R)-(Z)-6,7-dihydroxy-7-methyl-3-(trimethylsilyl)methyl-2-octenoate

: 475197-89-8
(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (C₂H₅)3N / CH₂Cl₂ / 1.5 h / -40 - -20 °C

1.2: 74 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 3 h / 0 °C

2.1: 82 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -78 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1016/S0957-4166(02)00335-X

Reference yield:

: 81752-85-4
methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate

: 475197-89-8
(+)-methyl (1'R,3'S)-3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydroquinidine 1,4-phthalazinediyl diether; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O; CH₃SO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 22 h / 0 °C

2.1: (C₂H₅)3N / CH₂Cl₂ / 1.5 h / -40 - -20 °C

2.2: 74 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 3 h / 0 °C

3.1: 82 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -78 °C

With (DHQD)2PHAL; boron trifluoride diethyl etherate; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium osmate(VI); methanesulfonamide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0957-4166(02)00335-X