6982-39-4

Basic information

• Product Name: SPECS AN-907/25060015
• Synonyms: Cyclohexanol,2-amino-,trans-;SPECS AN-907/25060015;TRANS-2-AMINOCYCLOHEXANOL;rel-(1R,2R)-2-aminocyclohexanol
• CAS NO: 6982-39-4
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17
• Product Categories: pharmacetical
• Mol File: 6982-39-4.mol
• Article Data: 62

Chemical Properties

• Boiling Point: 201.1°Cat760mmHg
• Flash Point: 75.4°C
• Appearance: /
• Density: 1.037g/cm³
• Vapor Pressure: 0.0773mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: SPECS AN-907/25060015(CAS DataBase Reference)
• NIST Chemistry Reference: SPECS AN-907/25060015(6982-39-4)
• EPA Substance Registry System: SPECS AN-907/25060015(6982-39-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• Hazardous Substances Data: 6982-39-4(Hazardous Substances Data)

Usage

Uses

rel-(1R,2R)-2-Aminocyclohexanol is a useful building block for organic synthesis.

InChI:InChI=1/C6H13NO/c7-5-3-1-2-4-6(5)8/h5-6,8H,1-4,7H2/t5-,6-/m1/s1

Upstream product

• 177900-52-6 (2-isocyanocyclohexyloxy)trimethylsilane 
• 1043476-17-0 tert-butyl (1S,2R)-2-hydroxy-3-(phenylsulfonyl)cyclohex-3-enylcarbamate 
• 286-20-4 cyclohexane-1,2-epoxide 
• 1541-25-9 3-amino-1-cyclohexene 
• 85761-38-2 (+/-)-trans-2-benzyloxycyclohexan-1-ol 
• 121282-70-0 (+/-)-trans-1-hydroxy-2-tert-butoxycarbonylamino-cyclohexane 
• 110716-78-4 (1R,2R)-trans-2-azidocyclohexanol 
• 98454-42-3 (±)-trans-2-(benzyloxy)cyclohexanamine 
• 5456-63-3 trans-2-aminocyclohexanol hydrochloride 
• 24037-87-4 2-(2-oxo-cyclohexyl)-isoindole-1,3-dione 
• 5399-20-2 2-(2-hydroxy-cyclohexyl)-isoindole-1,3-dione 
• 1056477-06-5 2-bromocyclohexanone 
• 7480-30-0 trans-hexahydrobenzoxazol-2-one 
• 28353-73-3 O-acetyl-2-cyclohexene-1-one oxime 

Downstream Products

• 5399-20-2 2-(2-hydroxy-cyclohexyl)-isoindole-1,3-dione 
• 102176-62-5 optically inactive N,N'-bis-(trans-2-hydroxy-cyclohexyl)-adipamide 
• 102375-92-8 optically inactive N,N'-bis-(trans-2-hydroxy-cyclohexyl)-octanediamide 
• 108881-46-5 (+/-)-N-(trans-2-hydroxy-cyclohexyl)-thiobenzamide 
• 101591-07-5 (+/-)-N-benzyloxycarbonyl-N-methyl-glycine-(trans-2-hydroxy-cyclohexylamide) 
• 98428-55-8 (+/-)-(trans-2-hydroxy-cyclohexyl)-urea 
• 286-18-0 7-azabicyclo[4.1.0]heptane 
• 931-15-7 (1R,2R)-2-aminocyclohexanol 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 
• 1437-81-6 (+/-)-sulfuric acid mono-(trans-2-amino-cyclohexyl ester) 
• 92645-06-2 (+/-)-trans-2-(N-benzyloxycarbonyl)aminocyclohexanol 
• 88328-38-5 N.N'-bis-((1R)-trans-2-hydroxy-cyclohexyl)-ethylenediamine 
• 88328-38-5 meso-N.N'-bis-(trans-2-hydroxy-cyclohexyl)-ethylenediamine 
• 88328-38-5 racem.-N.N'-bis-(trans-2-hydroxy-cyclohexyl)-ethylenediamine 

Relevant articles and documents

Enantioselective Cascade Biocatalysis for Deracemization of Racemic β-Amino Alcohols to Enantiopure (S)-β-Amino Alcohols by Employing Cyclohexylamine Oxidase and ω-Transaminase

Optically active β-amino alcohols are very useful chiral intermediates frequently used in the preparation of pharmaceutically active substances. Here, a novel cyclohexylamine oxidase (ArCHAO) was identified from the genome sequence of Arthrobacter sp. TYUT010-15 with the R-stereoselective deamination activity of β-amino alcohol. ArCHAO was cloned and successfully expressed in E. coli BL21, purified and characterized. Substrate-specific analysis revealed that ArCHAO has high activity (4.15 to 6.34 U mg?1 protein) and excellent enantioselectivity toward the tested β-amino alcohols. By using purified ArCHAO, a wide range of racemic β-amino alcohols were resolved, (S)-β-amino alcohols were obtained in >99 % ee. Deracemization of racemic β-amino alcohols was conducted by ArCHAO-catalyzed enantioselective deamination and transaminase-catalyzed enantioselective amination to afford (S)-β-amino alcohols in excellent conversion (78–94 %) and enantiomeric excess (>99 %). Preparative-scale deracemization was carried out with 50 mM (6.859 g L?1) racemic 2-amino-2-phenylethanol, (S)-2-amino-2-phenylethanol was obtained in 75 % isolated yield and >99 % ee.

Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, ω-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered β-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

Method for synthesizing trans-cyclohexyldiamine

The invention discloses a method for synthesizing trans-cyclohexyldiamine. The method comprises the following steps: by using epoxy cyclohexane as the raw material, carrying out ring opening with ammonia water, adding sulfuric acid for dewatering and salification, adding free alkali, carrying out ring opening with ammonia water, and distilling to obtain the trans-cyclohexyldiamine. The method has the advantages of high repetitiveness of the synthesis route, and simple and accessible raw materials, and provides an alternative scheme for obtaining the trans-cyclohexyldiamine pure product.