(1R,2R)-2-(Methylamino)cyclohexanol

Base Information

• Chemical Name: (1R,2R)-2-(Methylamino)cyclohexanol
• CAS No.: 21651-83-2
• Molecular Formula: C7H15NO
• Molecular Weight: 129.202
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID50511373
• Nikkaji Number: J1.229.364J
• Wikidata: Q72486854
• Mol file: 21651-83-2.mol

Synonyms:(1R,2R)-2-(Methylamino)cyclohexanol;21651-83-2;(1R,2R)-2-(Methylamino)cyclohexan-1-ol;20431-81-6;rel-(1R,2R)-2-(Methylamino)cyclohexanol;trans-2-Methylaminocyclohexanol;trans-2-(Methylamino)cyclohexanol;Cyclohexanol, 2-(methylamino)-, (1R,2R)-;trans-2-Methylamino-cyclohexanol;(1R,2R)-2-Methylaminocyclohexanol;SCHEMBL2369620;DTXSID50511373;HILGAVODIXBHHR-RNFRBKRXSA-N;WAA65183;AKOS016843299;AT34298;racemic trans-2-Methylamino-cyclohexanol;(+/-)-trans-2-(methylamino)cyclohexanol;LS-09277;(1r,2r)-(-)-2-methylamino-cyclohexanol;(1R, 2R)-2-(methylamino)cyclohexan-1-ol;CS-0449943;rac-(1R,2R)-2-(methylamino)cyclohexan-1-ol;EN300-155128;EN300-331879;Cyclohexanol, 2-(methylamino)-, (1R,2R)-rel-;A878974

Chemical Property of (1R,2R)-2-(Methylamino)cyclohexanol

Chemical Property:

• PSA: 32.26000
• LogP: 0.90020
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 129.115364102
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

98% ^*data from raw suppliers

(1R,2R)-2-(Methylamino)cyclohexanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CCCCC1O
• Isomeric SMILES: CN[C@@H]1CCCC[C@H]1O

Technology Process of (1R,2R)-2-(Methylamino)cyclohexanol

There total 11 articles about (1R,2R)-2-(Methylamino)cyclohexanol 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: 92.0%

(1R,2R)-2-methylamino-cyclohexanol (R)-mandelic acid salt (853953-23-8) → (1R,2R)-trans-2-(N-methyl)amino-1-cyclohexanol (21651-83-2)

Guidance literature:

With sodium hydroxide; In brine; dichloromethane; at 20 ℃; for 0.166667h;

Reference yield:

(1R,2R)-2-aminocyclohexanol (931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5) → (1R,2R)-trans-2-(N-methyl)amino-1-cyclohexanol (21651-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0 °C

2: LiAlH₄ / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1080/10242430212196

Reference yield:

2C7H15NO*C20H18O8 → (1R,2R)-trans-2-(N-methyl)amino-1-cyclohexanol (21651-83-2)

Guidance literature:

With sodium hydroxide; In tert-butyl methyl ether; water; at 20 ℃; for 3h;

DOI:10.1021/op0000428

upstream raw materials:

rac-trans-2-methylamino-cyclohexanol

2-bromo-cyclohexanol

methylamine

(1R,2R)-2-aminocyclohexanol

Downstream raw materials:

(1R,2S)-cis-2-(N-methyl)amino-1-cyclohexanol

(1S,2R)-cis-2-(N-methyl)amino-1-cyclohexanol

{[(1R,2R)-2-Hydroxy-2-(1-phenyl-vinyl)-cyclohexyl]-methyl-amino}-acetonitrile

cis-3a-phenyl-4-oxo-decahydrocycloheptapyrrole

Refernces

• 1、 -. "HYDRONOPOL DERIVATIVES AS AGONISTS ON HUMAN ORL1 RECEPTORS". Page/Page column 18. . Retrieved 2010/02/13.
• 2、 Lu, Xinbo,Xu, Zunle,Tang, Guangming. "Process development on the preparation of trans-(+)-2-methylaminocyclohexanol: A fascinating resolution example". . p. 184 - 185. Retrieved 2013/09/07.