(1S,3R)-3-methylcyclohexan-1-amine

Base Information

• Chemical Name: (1S,3R)-3-methylcyclohexan-1-amine
• CAS No.: 64869-63-2
• Molecular Formula: C₇H₁₅N
• Molecular Weight: 113.203
• DSSTox Substance ID: DTXSID901287044
• Nikkaji Number: J231.789C
• Mol file: 64869-63-2.mol

Synonyms:(1S,3R)-3-methylcyclohexan-1-amine;1193-16-4;64869-63-2;(1S,3R)-3-Methyl-cyclohexylamine;cis-3-Methyl-cyclohexylamine;SCHEMBL894680;DTXSID901287044;(1s)-cis-3-methyl-cyclohexylamine;3alpha-Methyl-1alpha-cyclohexanamine;Cyclohexanamine, 3-methyl-, (1S-cis)-

Chemical Property of (1S,3R)-3-methylcyclohexan-1-amine

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 113.120449483
• Heavy Atom Count: 8
• Complexity: 70.8

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCCC(C1)N
• Isomeric SMILES: C[C@@H]1CCC[C@@H](C1)N

Technology Process of (1S,3R)-3-methylcyclohexan-1-amine

There total 9 articles about (1S,3R)-3-methylcyclohexan-1-amine 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:

3-Methylcyclohexanone (591-24-2,625-96-7) → (1R,3R)-1-amino-3-methylcyclohexane (64869-66-5) + (1R,3S)-1-amino-3-methylcyclohexane (64869-65-4) + (1S,3R)-1-amino-3-methylcyclohexane (64869-63-2) + (1S,3S)-1-amino-3-methylcyclohexane (64869-64-3)

Guidance literature:

With glucose dehydrogenase; amine transaminase from Vibrio fluvialis; lactate dehydrogenase; In N,N-dimethyl-formamide; for 18h; Reagent/catalyst; Solvent; Time; Enzymatic reaction;

DOI:10.1002/cbic.201500074

Reference yield:

3-Methylcyclohexanone (591-24-2,625-96-7) → (1S,3R)-1-amino-3-methylcyclohexane (64869-63-2)

Guidance literature:

With ammonium hydroxide; D-Glucose; NADPH; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=8; stereoselective reaction; Enzymatic reaction;

DOI:10.1002/cctc.202101576

Reference yield:

3-methylcyclohexen-2-one (1193-18-6) → (1S,3R)-1-amino-3-methylcyclohexane (64869-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: D-Glucose; NADPH / dimethyl sulfoxide / 1 h / 30 °C / pH 8 / Enzymatic reaction

2: D-Glucose; NADPH; ammonium hydroxide / dimethyl sulfoxide / 24 h / 30 °C / pH 8 / Enzymatic reaction

With ammonium hydroxide; D-Glucose; NADPH; In dimethyl sulfoxide;

DOI:10.1002/cctc.202101576

upstream raw materials:

(3R)-3-methylcyclohexanone

pulegone

5-methyl-5-hexen-1-al

3-Methylcyclohexanone

Downstream raw materials:

(1R)-cis-3-formylamino-1-methyl-cyclohexane

(1R)-cis-dimethylamino-1-methyl-cyclohexane