3-Amino-1-diphenylmethylazetidine Chemical Properties

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

pka

8.48±0.20(Predicted)

form 

powder to crystal

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)

Safety Information

HS Code 

2933998090

3-Amino-1-diphenylmethylazetidine Usage And Synthesis

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

3-Amino-1-diphenylmethylazetidine(40432-52-8)Related Product Information

• TRIMETHYLENE OXIDE
• N,N-Dimethyl-1,4-phenylenediamine
• Hexamethyldisilazane
• ALTRENOGEST
• Triethanolamine
• Triallylamine
• Dibenzylamine
• Azetidine
• Bis(2-ethylhexyl)amine
• Glycine
• 3-Aminophenol
• 6-Aminocaproic acid
• Lithium bis(trimethylsilyl)amide
• Tris(hydroxymethyl)aminomethane
• tert-Butyl 1-benzhydryl-3-azetidinylcarbamate
• 1-Diphenylmethylazetidine
• 3-AMINOAZETIDINE
• 1-(DIPHENYLMETHYL)-3-NITRO-AZETIDINE