(1R,2S)-2-aminocyclohexanol

Base Information

• Chemical Name: (1R,2S)-2-aminocyclohexanol
• CAS No.: 260065-86-9
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Mol file: 260065-86-9.mol

Synonyms:(1R,2S)-2-aminocyclohexan-1-ol; cis-2-hydroxycyclohexanamine; cis-2-amino-cyclohexanol; cis-1-amino-2-hydroxycyclohexane

Chemical Property of (1R,2S)-2-aminocyclohexanol

Chemical Property:

• Melting Point: 89.5℃
• Boiling Point: 201.1 °C at 760 mmHg
• PKA: 14.94±0.40(Predicted)
• Flash Point: 75.4 °C
• PSA: 46.25000
• Density: 1.037 g/cm³
• LogP: 0.94890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

(1R,2S)-2-Aminocyclohexanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-aminocyclohexanol

There total 17 articles about (1R,2S)-2-aminocyclohexanol 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: 98.0%

cis-1R, 2S-2-N-benzylaminocyclohexyl-1-methanol (882409-12-3) → (1R,2S)-2-amino-1-cyclohexanol (260065-86-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1021/jo052433w

Reference yield: 90.0%

tert-butyl (1S,2R)-2-hydroxycyclohex-3-enylcarbamate (1043476-10-3) → (1R,2S)-2-amino-1-cyclohexanol (260065-86-9)

Guidance literature:

tert-butyl (1S,2R)-2-hydroxycyclohex-3-enylcarbamate; With palladium on activated charcoal; In methanol; at 20 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; for 5h;

DOI:10.1021/ol801381t

Reference yield: 79.0%

(1R,2S)-cis-2-azidocyclohexanol (168749-08-4) → (1R,2S)-2-amino-1-cyclohexanol (260065-86-9)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1271/bbb.63.2150

upstream raw materials:

(1R,2S)-cis-2-azidocyclohexanol

cis-1R, 2S-2-N-benzylaminocyclohexyl-1-methanol

(1S,2R-2-hydroxy-cyclohexyl)-carbamic acid benzyl ester

(+/-)-trans-2-(benzylamino)cyclohexanol

Downstream raw materials:

(1R,2S)-cis-2-(pyrrolidin-1'-yl)-cyclohexanol

(1S,2R)-2-tert-Butoxycarbonylamino-cyclohexylamine

(1R,2S)-2-((tert-butoxycarbonyl)amino)cyclohexyl methanesulfonate

C₂₈H₃₉N₉O₃

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 59. . Retrieved 2010/12/31.
• 2、 Schiffers, Ingo,Rantanen, Toni,Schmidt, Frank,Bergmans, Werner,Zani, Lorenzo,Bolm, Carsten. "Resolution of racemic 2-aminocyclohexanol derivatives and their application as ligands in asymmetric catalysis". . p. 2320 - 2331. Retrieved 2007/10/03.