methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

Base Information

Chemical Name:methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate
CAS No.:113122-03-5
Molecular Formula:C₁₀H₁₆O₃
Molecular Weight:184.235
Hs Code.:

Synonyms:

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Chemical Property of methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

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Technology Process of methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

There total 8 articles about methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate 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:

: 1655-00-1
(1R,2S)-2-hydroxycyclohexanecarboxylic acid

: 113122-03-5
methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / pyridinium p-toluenesulfonate, 4-Angstroem molecular sieve / benzene / 6 h / Heating

2: 1.) LDA, 2.) PhSeCl, 3.) 30 percent H₂O₂

3: CuI / diethyl ether / 2 h / 0 °C

4: MeOH, Dowex 50x8 / 3.5 h / Ambient temperature

5: diethyl ether / 0 °C

With methanol; copper(l) iodide; Phenylselenyl chloride; 4 A molecular sieve; Dowex 50X₈; dihydrogen peroxide; pyridinium p-toluenesulfonate; lithium diisopropyl amide; In diethyl ether; benzene;
DOI:10.1002/hlca.19890720410

Reference yield:

: 61586-78-5
ethyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate

: 113122-03-5
methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / 1.) 1 N LiOH, H₂O, 2.) 6 N HCl / tetrahydrofuran / 1 h / Ambient temperature

2: 85 percent / pyridinium p-toluenesulfonate, 4-Angstroem molecular sieve / benzene / 6 h / Heating

3: 1.) LDA, 2.) PhSeCl, 3.) 30 percent H₂O₂

4: CuI / diethyl ether / 2 h / 0 °C

5: MeOH, Dowex 50x8 / 3.5 h / Ambient temperature

6: diethyl ether / 0 °C

With hydrogenchloride; methanol; lithium hydroxide; copper(l) iodide; Phenylselenyl chloride; 4 A molecular sieve; Dowex 50X₈; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1002/hlca.19890720410

Reference yield:

: 113121-90-7
(2S,8aS)-2-(tert-butyl)-6,7,8,8a-tetrahydro-2H,4H-<1,3>benzodioxin-4-one

: 113122-03-5
methyl (1S,2S,6R)-2-hydroxy-6-vinylcyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: CuI / diethyl ether / 2 h / 0 °C

2: MeOH, Dowex 50x8 / 3.5 h / Ambient temperature

3: diethyl ether / 0 °C

With methanol; copper(l) iodide; Dowex 50X₈; In diethyl ether;
DOI:10.1002/hlca.19890720410