cis-3-Hydroxy-2-propyl-2-methylcyclohexanone

Base Information

• Chemical Name: cis-3-Hydroxy-2-propyl-2-methylcyclohexanone
• CAS No.: 90105-50-3
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• DSSTox Substance ID: DTXSID801210967
• Mol file: 90105-50-3.mol

Synonyms:cis-3-Hydroxy-2-propyl-2-methylcyclohexanone;DTXSID801210967;90105-50-3;(2s,3s)-3-hydroxy-2-methyl-2-propylcyclohexanone;Cyclohexanone, 3-hydroxy-2-methyl-2-propyl-, (2S-cis)-

Chemical Property of cis-3-Hydroxy-2-propyl-2-methylcyclohexanone

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC1(C(CCCC1=O)O)C
• Isomeric SMILES: CCC[C@]1([C@H](CCCC1=O)O)C

Technology Process of cis-3-Hydroxy-2-propyl-2-methylcyclohexanone

There total 5 articles about cis-3-Hydroxy-2-propyl-2-methylcyclohexanone 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:

2-methyl-2-propyl-cyclohexane-1,3-dione (90105-49-0) → (2S,3S)-3-hydroxy-2-methyl-2-propylcyclohexanone (90105-50-3)

Guidance literature:

With D-glucose; Bacillus megaterium glucose dehydrogenase; nicotinamide adenine dinucleotide phosphate; In chloroform; for 72h; stereoselective reaction; Enzymatic reaction;

DOI:10.1007/s10562-019-03015-y

Reference yield:

2-methylcyclohexane-1,3-dione (1193-55-1) → (2S,3S)-3-hydroxy-2-methyl-2-propylcyclohexanone (90105-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / 1M aq. NaOH / 24 h

2: 98 percent / H₂ / PtO₂ / ethanol / 4 h

3: D-glucose / H₂O / 24 h / 23 - 25 °C / bakers' yeast

With sodium hydroxide; D-glucose; hydrogen; platinum(IV) oxide; In ethanol; water;

DOI:10.1021/jo00391a009

Reference yield:

2-allyl-2-methyl-1,3-cyclohexanedione (31929-07-4) → (2S,3S)-3-hydroxy-2-methyl-2-propylcyclohexanone (90105-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / PtO₂ / ethanol / 4 h

2: D-glucose / H₂O / 24 h / 23 - 25 °C / bakers' yeast

With D-glucose; hydrogen; platinum(IV) oxide; In ethanol; water;

DOI:10.1021/jo00391a009

upstream raw materials:

2-methyl-2-propyl-cyclohexane-1,3-dione

2-methylcyclohexane-1,3-dione

2-allyl-2-methyl-1,3-cyclohexanedione