cis-Methyl 2-hydroxycyclohexanecarboxylate

Base Information

• Chemical Name: cis-Methyl 2-hydroxycyclohexanecarboxylate
• CAS No.: 936-03-8
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.197
• DSSTox Substance ID: DTXSID201227704
• Nikkaji Number: J1.879.510H
• Mol file: 936-03-8.mol

Synonyms:cis-Methyl 2-hydroxycyclohexanecarboxylate;936-03-8;Cyclohexanecarboxylic acid, 2-hydroxy-, methyl ester, cis-;methyl (1R,2S)-2-hydroxycyclohexane-1-carboxylate;SCHEMBL10389542;DTXSID201227704;MFCD00064948;cis-Methyl2-hydroxycyclohexanecarboxylate;BS-51705;CS-0163392;D83889;EN300-6821076;rel-Methyl (1R,2S)-2-hydroxycyclohexanecarboxylate;cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester;13375-12-7

Chemical Property of cis-Methyl 2-hydroxycyclohexanecarboxylate

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCCC1O
• Isomeric SMILES: COC(=O)[C@@H]1CCCC[C@@H]1O

Technology Process of cis-Methyl 2-hydroxycyclohexanecarboxylate

There total 20 articles about cis-Methyl 2-hydroxycyclohexanecarboxylate 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: 88.0%

(1R,2S,6S)-2-Hydroxy-6-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester → (+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester (936-03-8,936-04-9,2236-11-5,13375-11-6,13375-12-7,22436-30-2,22436-31-3,145678-74-6,145678-79-1)

Guidance literature:

Raney Ni (W-4); In methanol; for 0.5h; Heating;

DOI:10.1016/S0040-4039(99)01439-2

Reference yield: 83.0%

(1R,2R,6S)-2-Hydroxy-6-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester → trans-2-carbomethoxycyclohexan-1-ol (936-03-8,936-04-9,2236-11-5,13375-11-6,13375-12-7,22436-30-2,22436-31-3,145678-74-6,145678-79-1)

Guidance literature:

Raney Ni (W-4); In methanol; for 0.5h; Heating;

DOI:10.1016/S0040-4039(99)01439-2

Reference yield: 32.0%

3a,4,5,6,7,7a-hexahydro-3-methoxy-1,2-benzisoxazole (70367-40-7) → (+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester (936-03-8,936-04-9,2236-11-5,13375-11-6,13375-12-7,22436-30-2,22436-31-3,145678-74-6,145678-79-1)

Guidance literature:

With hydrogen; boric acid; nickel;

DOI:10.1016/S0040-4039(00)85028-5

upstream raw materials:

diazomethane

(+/-)-(1R,2S)-cis-2-hydroxy-1-cyclohexanecarboxylic acid

methyl salicylate

3a,4,5,6,7,7a-hexahydro-3-methoxy-1,2-benzisoxazole

Downstream raw materials:

cis-2-(1-hydroxy-1-methylethyl)cyclohexanol

(+/-)-phenyl-(cis-2-phenyl-cyclohexyl)-ketone

(+/-)-(cis-2-Hydroxy-cyclohexyl)-diphenyl-methanol

cis-2-aminocyclohexanecarboxylic acid amide