71581-93-6

Basic information

• Product Name: (-)-CIS-2-BENZYLAMINOCYCLOHEXANEMETHANOL
• Synonyms: CIS-(1S,2R)-(-)-2-BENZYLAMINOCYCLOHEXANEMETHANOL;(-)-CIS-2-BENZYLAMINOCYCLOHEXANEMETHANOL;(1R,2S)-(-)-CIS-N-BENZYL 2-(HYDROXYMETHYL) CYCLOHEXYLAMINE;(1S,2R)-(-)-cis-2-(Benzylamino)cyclohexanemethanol;(1S,2R)-(-)-CIS-[2-(BENZYLAMINO)CYCLOHEXYL]-METHANOL;((1S,2R)-2-BENZYLAMINO-CYCLOHEXYL)-METHANOL;(-)-N-BENZYL-CIS-2-HYDROXYMETHYLCYCLOHEXYLAMINE;(1S,2R)-(-)-cis-[2-(Benzylamino)cyclohexyl]methanol, (1S,2R)-cis-2-(Benzylamino)cyclohexanemethanol
• CAS NO: 71581-93-6
• Molecular Formula: C₁₄H₂₁NO
• Molecular Weight: 219.32
• EINECS: -0
• Product Categories: chiral;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry
• Mol File: 71581-93-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 67-69 °C(lit.)
• Boiling Point: 352.8 °C at 760 mmHg
• Flash Point: 111.8 °C
• Appearance: /
• Density: 1.04 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: -24 ° (C=1, MeOH)
• PKA: 15.05±0.10(Predicted)
• BRN: 8393598
• CAS DataBase Reference: (-)-CIS-2-BENZYLAMINOCYCLOHEXANEMETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-CIS-2-BENZYLAMINOCYCLOHEXANEMETHANOL(71581-93-6)
• EPA Substance Registry System: (-)-CIS-2-BENZYLAMINOCYCLOHEXANEMETHANOL(71581-93-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 71581-93-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C14H21NO/c16-11-13-8-4-5-9-14(13)15-10-12-6-2-1-3-7-12/h1-3,6-7,13-16H,4-5,8-11H2/p+1/t13-,14-/m1/s1

Upstream product

• 16524-13-3 (+/-)-cis-2-benzoylamino-cyclohexane carboxylic acid 
• 16524-13-3 (+/-)-N-benzoyl-trans-2-aminocyclohexane-carboxylic acid 
• 38778-78-8 ethyl 2-(benzylamino)cyclohex-1-ene-1-carboxylate 
• 14166-21-3 (+/-)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 34314-73-3 C₁₁H₁₉NO₃Si 
• 40015-88-1 methyl trans-2-aminocyclohexanecarboxylate 
• 24716-92-5 (±)-trans-2-aminocyclohexanecarboxylic acid hydrochloride 
• 2305-32-0 trans-1,2-cyclohexanedicarboxylic acid 
• 71556-37-1 methyl trans-2-benzylideneiminocyclohexanecarboxylate 
• 77612-29-4 cis-2-ethyloxycarbonylamino-1-cyclohexanecarboxylic acid 
• 54867-08-2 cis-2-(benzyloxycarbonylamino)cyclohexanecarboxylic acid 
• 100-52-7 benzaldehyde 
• 109087-15-2 cis-2-hydroxymethylcyclohexylamine 
• 61936-37-6 (+/-)-cis-2-formylamino-cyclohexanecarboxylic acid 

Downstream Products

• 117720-47-5 [(4aR,8aR)-1-Benzyl-octahydro-benzo[d][1,3]thiazin-(2Z)-ylidene]-methyl-amine 
• 117720-55-5 [(4aR,8aR)-1-Benzyl-octahydro-benzo[d][1,3]oxazin-(2Z)-ylidene]-methyl-amine 
• 117720-47-5 [(4aS,8aR)-1-Benzyl-octahydro-benzo[d][1,3]thiazin-(2Z)-ylidene]-methyl-amine 
• 117720-55-5 [(4aS,8aR)-1-Benzyl-octahydro-benzo[d][1,3]oxazin-(2Z)-ylidene]-methyl-amine 
• 117720-30-6 1-Benzyl-1-((1R,2R)-2-hydroxymethyl-cyclohexyl)-3-methyl-thiourea 
• 117720-30-6 1-Benzyl-1-((1R,2S)-2-hydroxymethyl-cyclohexyl)-3-methyl-thiourea 
• 107313-14-4 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxide 
• 107313-14-4 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxide 
• 107313-14-4 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxide 
• 107313-14-4 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxide 
• 77612-22-7 E-N-benzyl-2-p-nitrophenyl-4,5-tetramethylenetetrahydro-1,3-oxazines 
• 77612-22-7 Z-N-benzyl-2-p-nitrophenyl-4,5-tetramethylenetetrahydro-1,3-oxazines 
• 92597-09-6 trans-5-Benzyl-3-oxa-5-azabicyclo<4.4.0>decane 
• 92597-09-6 cis-5-Benzyl-3-oxa-5-azabicyclo<4.4.0>decane 

Relevant articles and documents

Chemo- and diastereoselective reduction of β-enamino esters: A convenient synthesis of both cis- and trans-γ-amino alcohols and β-amino esters

Convenient procedures for the chemo- and diastereoselective reduction of b-enamino esters 1 are described. Both cis- and trans-γ-amino alcohols 2 or b-amino esters 3 can be prepared by reduction of b-enamino esters 1, readily available starting materials, with the use of inexpensive reagents Na/i-PrOH or NaHB(OAc)3/AcOH, respectively, and the appropriate reduction conditions. The mechanisms and diastereoselectivities for the reductions are discussed. The relative configurations and conformations of the diastereoisomeric γ-amino alcohols 2 and β-amino esters 3 obtained are established by 1H and 13C NMR study and unequivocally set by their cyclic derivatives tetrahydro-1,3-oxazines 4.

Preparations and Crystal Structures of the 2-Oxides of Some Octahydro-3,2,1-benzoxathiazines and Octahydro-2H-3,1,2-benzoxazaphosphorines

The cis- and trans-fused 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxides and cis- and trans-fused 1-benzyl-2-phenyl-1,4,4a,5,6,7,8,8a-octahydro-2H-3,1,2-benzoxazaphosphorine 2-oxides have been prepared from the cis- and trans-2-benzylaminocyclohexanemethanols and their structures have been determined by n.m.r. and crystallographic methods.

STEREOCHEMICAL STUDIES XXXVIII SATURATED HETEROCYCLES, XIV; SYNTHESIS AND CONFORMATIONAL ANALYSIS OF STEREOISOMERIC CIS- AND TRANS-TETRAMETHYLENETETRAHYDRO-N-METHYL- AND -N-BENZYL-1,3-OXAZINES

Cis and trans-2-methylaminomethyl- and -benzylaminomethyl-1-cyclohexanol (1-4), as well as cis- and trans-2-hydroxymethyl-1-methylamino- and -benzylamino-cyclohexane (5-8) were allowed to react with p-nitrobenzaldehyde to yield 2-p-nitrophenyl-3-methyl- a