1-benzhydrylazetidin-3-Ol Chemical Properties

Melting point:

106 °C

Boiling point:

353.8±42.0 °C(Predicted)

Density 

1.189±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

14.24±0.20(Predicted)

color 

Off-White to Pale Yellow

InChI

InChI=1S/C16H17NO/c18-15-11-17(12-15)16(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15-16,18H,11-12H2

InChIKey

MMAJXKGUZYDTHV-UHFFFAOYSA-N

SMILES

N1(C(C2=CC=CC=C2)C2=CC=CC=C2)CC(O)C1

CAS DataBase Reference

18621-17-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38

Safety Statements 

26-37/39

RIDADR 

UN3259

Hazard Note 

Irritant

HazardClass 

8

HS Code 

29339900

1-benzhydrylazetidin-3-Ol Usage And Synthesis

Chemical Properties

White solid

Uses

1-(Diphenylmethyl)-3-hydroxyazetidine is used to identify inhibitors of CYP 3A4.

Synthesis

To a solution of 1-(diphenylmethylamino)-3-chloro-2-propanol (Intermediate 32, 276 g, 1 mol) in ethanol (2 L) was slowly added N,N-diisopropylethylamine (DIPEA, 129 g, 1 mol) at 0 °C. Subsequently, the reaction mixture was heated to 90 °C and refluxed overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford the crude product 1-diphenylmethyl-3-hydroxyazetidine (179 g, 75% yield). The product can be purified by recrystallization from a solvent mixture of acetone and petroleum ether.

References

[1] Patent: WO2013/14448, 2013, A1. Location in patent: Page/Page column 96
[2] Medicinal Chemistry Research, 2013, vol. 22, # 12, p. 5982 - 5989
[3] Patent: US2003/229226, 2003, A1. Location in patent: Page 21-22
[4] Synthesis (Germany), 2018, vol. 50, # 5, p. 1020 - 1026

1-benzhydrylazetidin-3-Ol(18621-17-5)Related Product Information

• Azetidine
• Hexamethyldisilazane
• 5-Methyl-1H-benzotriazole
• 3-Methyl butynol
• Heptamethyldisilazane
• TRIMETHYLENE OXIDE
• Phenethyl alcohol
• METHYLCYCLOHEXANOL
• N-Methyl-2-pyrrolidone
• Dehydro Azelnidipine
• Isopropyl 5-Hydroxy-2-methyl-4-(3-nitrophenyl)-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate
• 3-Amino-3-iminopropanoic acid 1-(diphenylmethyl)-3-azetidinyl ester acetate
• Isopropyl 2-(3-nitrobenzylidene)acetoacetate
• Azelnidipine Impurity 6
• 3-Hydroxyazetidine hydrochloride
• 1-Benzylazetidin-3-ol
• (R)-(+)-N-(2-HYDROXYETHYL)-ALPHA-PHENYLETHYLAMINE
• (S)-(-)-N-(2-HYDROXYETHYL)-ALPHA-PHENYLETHYLAMINE