| Identification | More | [Name]
3-Amino-1-diphenylmethylazetidine | [CAS]
40432-52-8 | [Synonyms]
1-BENZHYDRYL-3-AMINOAZETIDINE
1-BENZHYDRYLAZETIDIN-3-AMINE
1-BENZHYDRYL-AZETIDIN-3-YLAMINE
3-AMINO-1-DIPHENYLMETHYLAZETIDINE
BUTTPARK 92\50-95
3-amino-1-benzhylazetidine
3-AMINO-1-BENZHYDRYLAZETIDINE
3-Amino-1-Diphenylmethylazetid
1-Benzhydrylazetidin-3-amine 97%
1-(DIPHENYLMETHYL)AZETIDIN-3-AMINE | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C16H18N2 | [MDL Number]
MFCD03093386 | [Molecular Weight]
238.33 | [MOL File]
40432-52-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder | [Melting point ]
63 °C | [Boiling point ]
339.2±42.0 °C(Predicted) | [density ]
1.125±0.06 g/cm3(Predicted) | [storage temp. ]
Storage temp. 2-8°C | [form ]
powder to crystal | [pka]
8.48±0.20(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C16H18N2/c17-15-11-18(12-15)16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15-16H,11-12,17H2 | [InChIKey]
LYTNNHXGUOKXFI-UHFFFAOYSA-N | [SMILES]
N1(C(C2=CC=CC=C2)C2=CC=CC=C2)CC(N)C1 | [CAS DataBase Reference]
40432-52-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Synthesis]
The general procedure for the synthesis of 1-(diphenylmethyl)-3-aminoazetidine, using 3-azido-1-(diphenylmethyl)azetidine as a starting material, is as follows:[Reference Example 105]; 3-amino-1-diphenylmethylazetidine; [] A 5% palladium-carbon catalyst (200 mg) was added to 3-azido-1-diphenylmethylazetidine made from Reference Example 104 (630 mg) in a solution of ethyl acetate (12 mL). The reaction mixture was subjected to catalytic hydrogenation for 15 hours under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration. Subsequently, the solvent was removed by evaporation under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform-methanol mixed solvent) to afford the target product 1-(diphenylmethyl)-3-aminoazetidine (410 mg, 65% yield). The product was characterized by the following data: 1H-NMR (400 MHz, CDCl3) δ: 1.45 (2H, br), 2.62-2.67 (2H, m), 3.51-3.54 (2H, m), 3.59-3.66 (1H, m), 4.28 (1H, s), 7.16-7.40 (10H, m). lc-MS m/z: 239 (M + H)+. | [References]
[1] Patent: EP1591443, 2005, A1. Location in patent: Page/Page column 67-68
[2] Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 1, p. 126 - 131
[3] Patent: US6143750, 2000, A
[4] Patent: US6214832, 2001, B1
[5] Medicinal Chemistry Research, 2013, vol. 22, # 12, p. 5982 - 5989 |
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