(-)-cis-2-Benzylaminocyclohexanemethanol

Base Information

• Chemical Name: (-)-cis-2-Benzylaminocyclohexanemethanol
• CAS No.: 71581-93-6
• Molecular Formula: C₁₄H₂₁NO
• Molecular Weight: 219.327
• European Community (EC) Number: 623-138-9
• Nikkaji Number: J945.597C
• Mol file: 71581-93-6.mol

Synonyms:71581-93-6;(-)-cis-2-Benzylaminocyclohexanemethanol;((1S,2R)-2-(Benzylamino)cyclohexyl)methanol;cis-(1S,2R)-(-)-2-(Benzylamino)cyclohexanemethanol;[(1S,2R)-2-(benzylamino)cyclohexyl]methanol;cis-(1s,2r)-(-)-2-benzylaminocyclohexanemethanol;SCHEMBL249579;MFCD00151396;B1118;CS-0114231;2alpha-(Benzylamino)cyclohexane-1alpha-methanol;D88756;(-)-N-Benzyl-cis-2-hydroxymethylcyclohexylamine;A923393;Cyclohexanemethanol,2-[(phenylmethyl)amino]-,(1S,2R)-;cis-(1S,2R)-(-)-2-(Benzylamino)cyclohexanemethanol, 99%

Chemical Property of (-)-cis-2-Benzylaminocyclohexanemethanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 67-69 °C(lit.)
• Refractive Index: -24 ° (C=1, MeOH)
• Boiling Point: 352.8 °C at 760 mmHg
• PKA: 15.05±0.10(Predicted)
• Flash Point: 111.8 °C
• PSA: 32.26000
• Density: 1.04 g/cm³
• LogP: 2.71820
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 219.162314293
• Heavy Atom Count: 16
• Complexity: 189

Purity/Quality:

98% ^*data from raw suppliers

(-)-cis-2-Benzylaminocyclohexanemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C(C1)CO)NCC2=CC=CC=C2
• Isomeric SMILES: C1CC[C@H]([C@H](C1)CO)NCC2=CC=CC=C2

Technology Process of (-)-cis-2-Benzylaminocyclohexanemethanol

There total 31 articles about (-)-cis-2-Benzylaminocyclohexanemethanol 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%

methyl trans-2-benzylideneiminocyclohexanecarboxylate (71556-37-1,107313-13-3,107313-19-9) → trans-2-(Benzylamino)-1-(hydroxymethyl)cyclohexane (71581-92-5,71581-93-6,77647-26-8,77647-27-9,107382-32-1,107382-34-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) RT, 30 min, 2.) reflux, 4 h;

Reference yield: 90.0%

(+/-)-cis-N-Benzyl-2-(carboethoxy)cyclohexylamine → (+/-)-cis-N-Benzyl-2-(hydroxymethyl)cyclohexylamine (71581-92-5,71581-93-6,77647-26-8,77647-27-9,107382-32-1,107382-34-3)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 84.0%

methyl cis-2-benzylideneiminocyclohexanecarboxylate (71556-37-1,107313-13-3,107313-19-9) → (+/-)-cis-N-Benzyl-2-(hydroxymethyl)cyclohexylamine (71581-92-5,71581-93-6,77647-26-8,77647-27-9,107382-32-1,107382-34-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) RT, 30 min, 2.) reflux, 3 h;

upstream raw materials:

ethyl 2-(benzylamino)cyclohex-1-ene-1-carboxylate

(+/-)-cis-2-benzoylamino-cyclohexane carboxylic acid

2-phenyl-cis-4,5-tetramethyleneperhydro-1,3-oxazine

cis-2-benzylamino-1-cyclohexanecarboxylic acid

Downstream raw materials:

Z-N-benzyl-2-p-nitrophenyl-4,5-tetramethylenetetrahydro-1,3-oxazines

E-N-benzyl-2-p-nitrophenyl-4,5-tetramethylenetetrahydro-1,3-oxazines

[(4aR,8aR)-1-Benzyl-octahydro-benzo[d][1,3]thiazin-(2Z)-ylidene]-methyl-amine

[(4aR,8aR)-1-Benzyl-octahydro-benzo[d][1,3]oxazin-(2Z)-ylidene]-methyl-amine

Refernces

• 1、 Vanderplas, B.,Murtiashaw, C. W.,Sinay, T.,Urban, F. J.. "A CONVENIENT SYNTHESIS OF cis-(1R)-N-BENZYL-(2S)-(HYDROXYMETHYL)CYCLOHEXYLAMINE". . p. 685 - 687. Retrieved 2007/10/03.
• 2、 Fulop, Ferenc,Bernath, Gabor,Argay, Gyula,Kalman, Alajos,Sohar, Pal. "STEREOCHEMICAL STUDIES-76 SATURATED HETEROCYCLES-63 SYNTHESIS OF CIS- AND TRANS-N-METHYL- AND N-BENZYL-4,5- AND 5,6-TETRAMETHYLENETETRAHYDRO-1,3-OXAZINES; AN X-RAY STUDY OF N-BENZYL-CIS-4,5-TETRAMETHYLENETETRAHYDRO-1,3-OXAZINIUM-PICRATE". . p. 2053 - 2060. Retrieved 2007/10/02.