Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI)

Base Information

Chemical Name:Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI)
CAS No.:183134-62-5
Molecular Formula:C₇H₁₀O₄
Molecular Weight:158.154
Hs Code.:
DSSTox Substance ID:DTXSID40442344
Nikkaji Number:J775.644E
Wikidata:Q82259570
Mol file:183134-62-5.mol

Synonyms:183134-62-5;Cyclohexanecarboxylic acid, 1-hydroxy-3-oxo-, (R)- (9CI);(1R)-1-hydroxy-3-oxocyclohexane-1-carboxylic acid;4,5-Dideoxydehydroquinic acid;Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)- (9CI);Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI);DTXSID40442344;(R)-1-Hydroxy-3-oxocyclohexanecarboxylic acid;Cyclohexanecarboxylic acid,1-hydroxy-3-oxo-,(R)-(9ci)

Suppliers and Price of Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI)

Chemical Property:

PSA：74.60000
LogP:-0.05480
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:158.05790880
Heavy Atom Count:11
Complexity:199

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(=O)CC(C1)(C(=O)O)O
Isomeric SMILES:C1CC(=O)C[C@](C1)(C(=O)O)O

Technology Process of Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI)

There total 7 articles about Cyclohexanecarboxylicacid, 1-hydroxy-3-oxo-, (R)-(9CI) 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%

: 183134-61-4
(R)-1-Hydroxy-3-oxo-cyclohexanecarboxylic acid benzyl ester

: 183134-62-5
(R)-1-Hydroxy-3-oxo-cyclohexanecarboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 0.5h; Ambient temperature;
DOI:10.1039/p19960002371

Reference yield:

: Methyl (1S,4S,5R)-1-(benzyloxycarbonyloxy)-4,5-(cyclohexylidenedioxy)cyclohex-2-ene-1-carboxylate

: 183134-62-5
(R)-1-Hydroxy-3-oxo-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 48 percent / aq. TFA / 72 h

2: 91 percent / acetonitrile / 0.5 h / 0 °C

3: 1.) Bu₃SnH, AIBN, 2.) H₂ / 2.) 30percent Pd/C / 1.) toluene, r.t., 2 d, 2.) EtOH, 60 deg C, 5 atm, 18 h

4: aq. LiOH / tetrahydrofuran / 0.5 h / Ambient temperature

5: 70 percent / DMAP, NEt₃, Bu₄NI / dimethylformamide / 48 h

6: 84 percent / PDC / CH₂Cl₂ / 48 h / Ambient temperature

7: 88 percent / H₂ / 5percent Pd/C / methanol / 0.5 h / Ambient temperature

With dmap; lithium hydroxide; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/p19960002371

Reference yield:

: 183134-59-0
(1R,3S)-1,3-Dihydroxy-cyclohexanecarboxylic acid

: 183134-62-5
(R)-1-Hydroxy-3-oxo-cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / DMAP, NEt₃, Bu₄NI / dimethylformamide / 48 h

2: 84 percent / PDC / CH₂Cl₂ / 48 h / Ambient temperature

3: 88 percent / H₂ / 5percent Pd/C / methanol / 0.5 h / Ambient temperature

With dmap; dipyridinium dichromate; hydrogen; tetra-(n-butyl)ammonium iodide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/p19960002371