ChemicalBook > CAS DataBase List > 1-Boc-3-azetidinone

1-Boc-3-azetidinone

Product Name: 1-Boc-3-azetidinone
CAS No.: 398489-26-4
Chemical Name: 1-Boc-3-azetidinone
Synonyms: 1-BOC-3-AZETIDINONE;N-Boc-3-azetidinone;N-Boc-Azetidin-3-one;3-OXO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 3-Ox;Baricitinib-011;1-Boc azitidone;CAS:398489-26-4;N-boc-3-azetidine;1-Boc-3-azetidione
CBNumber: CB5282384
Molecular Formula: C8H13NO3
Formula Weight: 171.19
MOL File: 398489-26-4.mol

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1-Boc-3-azetidinone Property

Melting point:: 47-51 °C
Boiling point:: 251.3±33.0 °C(Predicted)
Density: 1.174±0.06 g/cm3(Predicted)
Flash point:: 102 °C
storage temp.: Inert atmosphere,2-8°C
solubility: Chloroform (Sparingly), Dichloromethane (Slightly)
pka: -1.99±0.20(Predicted)
form: Crystalline Powder
color: White to off-white
Sensitive: Moisture Sensitive/Stench
InChI: InChI=1S/C8H13NO3/c1-8(2,3)12-7(11)9-4-6(10)5-9/h4-5H2,1-3H3
InChIKey: VMKIXWAFFVLJCK-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CC(=O)C1
CAS DataBase Reference: 398489-26-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 22-37/38-41
Safety Statements: 26-39
RIDADR: UN 3335
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 696315
Product name: 1-Boc-3-azetidinone
Purity: 97%
Packaging: 1g
Price: $95
Updated: 2025/07/31

TCI Chemical

Product number: B3988
Product name: 1-(tert-Butoxycarbonyl)-3-azetidinone
Purity: >98.0%(GC)
Packaging: 1g
Price: $50
Updated: 2025/07/31

TCI Chemical

Product number: B3988
Product name: 1-(tert-Butoxycarbonyl)-3-azetidinone
Purity: >98.0%(GC)
Packaging: 5g
Price: $145
Updated: 2025/07/31

TRC

Product number: B624560
Product name: 1-Boc-3-azetidinone
Packaging: 100mg
Price: $120
Updated: 2021/12/16

Usbiological

Product number: 262871
Product name: 1-Boc-3-azetidinone
Packaging: 10g
Price: $319
Updated: 2021/12/16

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1-Boc-3-azetidinone Chemical Properties,Usage,Production

Chemical Properties

White to light brown solid

Uses

1-Boc-3-azetidinone can be used for the preparation of antibacterial aminoglycoside analogs.

Uses

tert-Butyl 3-oxoazetidine-1-carboxylate(1-Boc-3-azetidinone) is a currently common organic intermediate. It is a key intermediate for preparing various medicaments. It can be used for preparing Janus kinase 3(JAKS), which is a useful target for immunosuppression and transplant rejection, and can be used for treating inflammatory disorders, autoimmune disorders, cancer and other diseases; also useful in the preparation of a second class of HCV protease inhibitors useful in the treatment of HCV genotype 1 infection; can also be used for preparing novel aminoglycoside compounds with antibacterial activity; bicyclic himbacine (himbacine) derivatives can be prepared which are useful as antagonists of the protease activated receptor-1 (PAR-1) and are predicted to be cannabis (CB2) receptor inhibitors, useful for the treatment of secondary prevention of Acute Coronary Syndrome (ACS), myocardial infarction or thrombotic stroke or peripheral arterial disease; bicyclic azacyclobenzylamine derivatives, such as pyridopyrimidines, can be prepared that modulate the activity of phospho-inositol 3-kinase (P13K) and are useful in the treatment of diseases associated with P13K, including, for example, inflammatory disorders, immune-based disorders, cancer, and other diseases.

General Description

tert-Butyl 3-oxoazetidine-1-carboxylate is moisture sensitive and incompatible with oxidizing agents. This chemical can cause skin irritation and severe eye irritation.

Synthesis

The traditional preparation method of tert-Butyl 3-oxoazetidine-1-carboxylate is mainly to oxidize the hydroxyl on an aza ring into ketone. For example: 3-azetidinium alkoxide, di-tert-butyl dicarbonate and sodium bicarbonate in dioxane: stirring the mixture of water for 15 hours to obtain 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethylethyl ester; dissolving 3-hydroxyazetidine-1-carboxylic acid-1, 1-dimethyl ethyl ester in ethanedioyl chloride and dichloromethane, adding DMSO and triethylamine, stirring at room temperature for 15 hours to obtain tert-Butyl 3-oxoazetidine-1-carboxylate.

References

[1] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 5, p. 550 - 555
[2] Journal of the American Chemical Society, 2013, vol. 135, # 42, p. 15742 - 15745
[3] Patent: US2012/35122, 2012, A1. Location in patent: Paragraph 0622; 0623
[4] Patent: WO2013/116236, 2013, A1. Location in patent: Page/Page column 28
[5] Patent: WO2013/169622, 2013, A1. Location in patent: Page/Page column 53; 54

1-Boc-3-azetidinone Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Boc-3-azetidinone Suppliers

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View Lastest Price from 1-Boc-3-azetidinone manufacturers

SHANGHAI SAGACHEM CO., LTD.

Product: tert-Butyl 3-oxoazetidine-1-carboxylate 398489-26-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: ≥98.0%
Supply Ability: Ton
Release date: 2025-03-11

Henan Aochuang Chemical Co.,Ltd.

Product: tert-Butyl 3-oxoazetidine-1-carboxylate 398489-26-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-29

Nanjing Fred Technology Co., Ltd

Product: Tert-butyl 3-oxoazetidine-1-carboxylate 398489-26-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-29

398489-26-4, 1-Boc-3-azetidinoneRelated Search:

tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate N-BOC-3-AZA-HEPTAN-1-ONE 2,6-Diazaspiro[3.3]heptane-2-carboxylic acid tert-butyl ester hemioxylate tert-Butyl (4-methylpiperidin-4-yl)carbamate tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate Theanine (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID 1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3R,4R)-(9CI) Methyl 8-azabicyclo[3.2.1... (R)-2-Aminomethyl-4-boc-morpholine (S)-tert-Butyl 4,4-difluoro-2-(hydroxymethyl)-pyrrolidine-1-carboxylate tert-Butyl 3-phenyl-L-alaninate hydrochloride tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate tert-Butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate Cyclobutanone TERT-BUTYL 2-OXOAZETIDINE-1-CARBOXYLATE 3-AZETIDINONE

1-BOC-3-AZETIDINONE

3-OXO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Azetidin-3-one, N-BOC protected 95%

tert-Butyl 3-oxoazetidine-1-carboxylate, 3-Oxoazetidine, N-BOC protected

N-(t-butoxycarbonyl)azetidin-3-one

tert-Butyl 3-oxoazetidine-1-carboxylat

1-Boc-3-azetidinone 97%

3-ketoazetidine-1-carboxylic acid tert-butyl ester

3-oxo-1-azetidinecarboxylic acid tert-butyl ester

N-boc-3-azetidine

1-Boc-3-azetidione

tert-Butyl 3-oxoazetidine-1-carb

1-Boc-3-azeetidinone

Azetidin-3-one, N-BOC protected

3-OXOAZETIDINE, N-BOC PROTECTED

TERT-BUTYL 3-OXOAZETIDINE-1-CARBOXYLATE

1-TERT-BUTOXYCARBONYL-3-AZETIDINONE

1-N-Boc-3-azetidinone

3-Oxoazetidine, N-BOC protected 95%

1-BOC-3-AZETIDINONE,97%

N-BOC-3-OXOAZETIDINE

1-Azetidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester

1-BOC-3-OXOAZETIDINE

1-Boc-azetidin-3-one

1-Boc-3-acetidinone

N-Boc-Azetidin-3-one

N-Boc-3-azetidinone

3-Oxo-1-azetidinecarboxylic Acid 1,1-DiMethylethyl Ester

tert-Butyl 3-Ox

t-Butyl 3-oxoazetidine-1-carboxylate

1-Boc-3-azetidinone ,98%

1-(tert-Butoxycarbonyl)-3-azetidinone &gt

Baricitinib-011

ert-Butyl3-oxoazetidine-1-carboxylate

3-Oxo-azetidine-1-BOC

tert-butyl -3-oxozatidine-1-carboxylate

1-Boc azitidone

CAS:398489-26-4

1-BOC-3-nitrogen-containing heterocyclic butanone

N-Boc- 3-oxoazetidine 98%

1-BOC-3-Azetidinone - [A4482]

Baricitinib Impurity 103

398489-26-4

398498-26-4

Amines

Heterocycles

Intermediates & Fine Chemicals

Pharmaceuticals

Ring Systems

pharmacetical

Heterocycles series

Azetidine

pharmaceutical and biochemical