1-Boc-3-(Amino)azetidine Chemical Properties

Boiling point:

79-81 3mm

Density 

1.1g/ml

refractive index 

1.4650

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

DMSO, Methanol, Water

form 

Oil

pka

8.29±0.20(Predicted)

color 

Clear Colourless to Pale Yellow

InChI

InChI=1S/C8H16N2O2/c1-8(2,3)12-7(11)10-4-6(9)5-10/h6H,4-5,9H2,1-3H3

InChIKey

WPGLRFGDZJSQGI-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CC(N)C1

CAS DataBase Reference

193269-78-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

34-51-22

Safety Statements 

26-36-45-36/37/39

RIDADR 

2735

Hazard Note 

Irritant

HazardClass 

8

PackingGroup 

Ⅲ

HS Code 

29339900

1-Boc-3-(Amino)azetidine Usage And Synthesis

Uses

1-Boc-3-(Amino)azetidine are widely used and valued as pharmaceutical intermediates. In recent years, numerous new compounds have been successfully prepared and tested through various functional group modifications, many of which exhibit good pharmaceutical activity. For example, 1-diphenylmethyl-3-aminoazacyclic butane and 1-diphenylmethyl-3-hydroxy-3-aminomethylazacyclic butane have been used in the synthesis of some antibacterial and antidepressant drugs. 1-tert-butoxycarbonyl-3-aminocyclobutane is also an important pharmaceutical intermediate used in the synthesis of IRAK-4 inhibitors.

Chemical Properties

Clear Colourless to Pale Yellow Oil

Synthesis

General procedure for the synthesis of tert-butyl 3-aminoazetidine-1-carboxylate from 1-BOC-3-azidoazetidine: tert-butyl 3-azidoazetidine-1-carboxylate (0.420 g, 2.19 mmol) was dissolved in EtOAc (20 mL) and 10% Pd/C (100 mg) was added. The reaction mixture was stirred under hydrogen atmosphere (balloon). After 12 h of reaction, the catalyst was removed by filtration through a diatomaceous earth pad. The filtrate was concentrated in vacuum to give a colorless oily product (1.76 g, 99% yield), which could be used in subsequent reactions without further purification.1H NMR (CDCl3): δ 1.50 (s, 9H).

References

[1] Patent: WO2004/74283, 2004, A1. Location in patent: Page 40
[2] Patent: US2011/166121, 2011, A1. Location in patent: Page/Page column 56
[3] Patent: US2003/229226, 2003, A1. Location in patent: Page 21-22

1-Boc-3-(Amino)azetidine(193269-78-2)Related Product Information

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