methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

Base Information

Chemical Name:methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester
CAS No.:214212-08-5
Molecular Formula:C₁₁H₁₉FO₄S
Molecular Weight:266.334
Hs Code.:

Synonyms:methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

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Chemical Property of methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

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Technology Process of methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

There total 7 articles about methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl 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: 99.0%

: 124-63-0
methanesulfonyl chloride

: 214212-06-3
(1S,2R,4R,6S)-6-fluoro-4-isopropenyl-1-methylcyclohexane-1,2-diol

: 214212-08-5
methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

Guidance literature:: With pyridine; In dichloromethane; at 15 - 25 ℃; for 40h;
DOI:10.1021/jo980764l

Reference yield:

: 124-63-0
methanesulfonyl chloride

: 128385-82-0
(1R,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

: 214212-08-5
methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

: methanesulfonic acid (1R,2S,3S,5R)-3-chloro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

Guidance literature:: (1R,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol; With tetra-n-butylammonium dihydrogen trifluoride; In 1,2-dichloro-ethane; at 90 ℃; for 24h;

methanesulfonyl chloride; With pyridine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jo980764l

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 214212-08-5
methanesulfonic acid (1R,2S,3S,5R)-3-fluoro-2-hydroxy-5-isopropenyl-2-methylcyclohexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: sodium dihydridobis(2-methoxyethoxy)aluminate / toluene; tetrahydrofuran / 5 h / -70 °C

2: m-CPBA / CH₂Cl₂ / 6.5 h / -40 - -30 °C

3: 82 percent / triphenylphosphine; DEAD / toluene / 3 h / with/without ice cooling

4: 99 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 4 h / 0 - 5 °C

5: tetrabutylammonium dihydrogen trifluoride / 1,2-dichloro-ethane / 24 h / 90 °C

6: 99 percent / pyridine / CH₂Cl₂ / 40 h / 15 - 25 °C

With pyridine; lithium hydroxide; tetra-n-butylammonium dihydrogen trifluoride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; toluene; 1: Reduction / 2: Epoxidation / 3: Mitsunobu reaction / 4: Hydrolysis / 5: Ring cleavage / 6: Esterification;
DOI:10.1021/jo980764l