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193269-78-2

193269-78-2 Structure

193269-78-2 Structure
IdentificationMore
[Name]

1-Boc-3-(Amino)azetidine
[CAS]

193269-78-2
[Synonyms]

1-BOC-3-(AMINO)AZETIDINE
1-BOC-3-AMINOAZETIDINE HYDROCHLORIDE
3-AMINO-1-BOC-AZETIDINE
3-AMINO-1-N-BOC-AZETIDINE
3-AMINO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
3-AMINO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER HYDROCHLORIDE
3-AMINOAZETIDINE, N1-BOC PROTECTED
TERT-BUTYL 3-AMINOAZETIDINE-1-CARBOXYLATE
1-N-Boc-3-aminoazetidine
3-amino-1-azetidinecarboxylate
3-Aminoazetidine, N1-BOC protected 97%
1-Boc-3-Aminoazatidine
3-AMINO-1-BOC-AZETIDINE 98%
N-BOC-3-AMINOAZETIDINE HYDROCHLORIDE
Boc-3-(Amino)azetidine
[EINECS(EC#)]

205-071-3
[Molecular Formula]

C8H16N2O2
[MDL Number]

MFCD01861753
[Molecular Weight]

172.22
[MOL File]

193269-78-2.mol
Chemical PropertiesBack Directory
[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)
Questions And AnswerBack Directory
[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.
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Warning
[Hazard statements ]

H314-H318
[Precautionary statements ]

P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

R34:Causes burns.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

2735
[Hazard Note ]

Irritant
[HazardClass ]

8
[HazardClass ]

IRRITANT
[PackingGroup ]

Ⅲ
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Methanol-->N,N-Dimethylformamide-->Toluene-->Triethylamine-->Palladium-->1,4-Dioxane-->Dimethyl sulfoxide-->Di-tert-butyl dicarbonate-->Xylene-->Hydrazine hydrate-->Triphenylphosphine-->Potassium iodide-->Iodine-->Epichlorohydrin-->Methanesulfonyl chloride-->Imidazole-->Citric acid-->Potassium phthalimide-->3-Hydroxyazetidine hydrochloride-->Benzhydrylamine-->Cetyltributylphosphonium bromide
Hazard InformationBack Directory
[Chemical Properties]

Clear Colourless to Pale Yellow Oil
[Synthesis]

1-Boc-3-azido-azetidine

429672-02-6

1-Boc-3-(Amino)azetidine

193269-78-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

1-Boc-3-(Amino)azetidine(193269-78-2)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

1-Boc-3-aminoazetidine, 94%(193269-78-2)
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