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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

BTC Pharmaceutical CO. Ltd
Tel
15716293042 18862996710
Fax
0513-68015394
Email
15050603958@163.com
Country
China
ProdList
694
Advantage
55
SHANGHAI SAGACHEM CO., LTD.
Tel
021-68404722 13816115801
Email
david_si@shjlchem.com
Country
China
ProdList
211
Advantage
58
Shanghai Jin Yi Fine Chemical Co.,LTD
Tel
021-52801082 13918092929
Fax
021-52803959
Email
jinyi_service@jyfinechem.com
Country
China
ProdList
41
Advantage
57
Hangzhou Copiore Chemical Co., Ltd.
Tel
0571-56501939;0571-56076030 13757145729
Fax
0571-56501939
Email
sales@copiore.com
Country
China
ProdList
299
Advantage
58
Anhui Jianzhu Biotechnology Co., Ltd.
Tel
15855184105
Email
3150278607@qq.com
Country
China
ProdList
63
Advantage
58
Lianhe Aigen Pharmatech Co.,Ltd.
Tel
18918657159
Email
sales-Aigen@lianhetech.com
Country
China
ProdList
3000
Advantage
58
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
ProdList
19913
Advantage
55
Henan SIWEIYIN Medicines Co., Ltd.
Tel
18837373888
Email
zhanghyoffer@163.com
Country
China
ProdList
42
Advantage
58
Hangzhou Yaoruiyicheng Biological Medicine Co., Ltd
Tel
18072846723 18072846723
Email
2493446488@qq.com
Country
China
ProdList
568
Advantage
58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83946278 13820503911
Fax
022-83945176
Email
sales@creasyn.com
Country
China
ProdList
958
Advantage
68
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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

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