3-Hydroxyazetidine hydrochloride Chemical Properties

Melting point:

85-90 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

form 

Solid

color 

White to Off-White

Water Solubility 

Soluble in water, DMSO, methanol.

Sensitive 

Hygroscopic

Stability:

Hygroscopic

InChI

InChI=1S/C3H7NO.ClH/c5-3-1-4-2-3;/h3-5H,1-2H2;1H

InChIKey

UQUPQEUNHVVNKW-UHFFFAOYSA-N

SMILES

C1(O)CNC1.Cl

CAS DataBase Reference

18621-18-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi,Xn

Risk Statements 

36/37/38-41-37/38-22

Safety Statements 

26-36/37/39

RIDADR 

UN1759

WGK Germany 

3

Hazard Note 

Harmful/Corrosive

HazardClass 

IRRITANT

HS Code 

29339900

3-Hydroxyazetidine hydrochloride Usage And Synthesis

Description

3-hydroxyazaecyclobutane hydrochloride is an azaecyclobutane compound that is an important intermediate in the synthesis of Brectinib, which is obtained through a multi-step reaction. Brectinib was approved by the European Union. The monotherapy or in combination with methotrexate for the treatment of adult patients with moderate to severe active rheumatoid arthritis with inadequate or intolerant relief from one or more antirheumatic drugs. It is also the first JAK inhibitor approved in the European Union for the treatment of rheumatoid arthritis.

Chemical Properties

white crystal

Uses

3-Hydroxyazetidine hydrochloride is an building block used in a recent synthesis of a fluoroquinolone antibiotic and a useful intermediate in the synthesis of polypeptides.

Synthesis

A solution of l-(diphenylmethyl)-3-hydroxy azetidine hydrochloride (11.8 g) in absolute ethanol (700 mL) was hydrogenated at room temperature over Pd(OH)2/C in a Parr shaker (4 atm). After 12 hr the catalyst was filtered off and the filtrate evaporated to dryness to give3-hydroxyazetidine hydrochloride (4.20 g, 94%).

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