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1-Boc-3-Cyanoazetidine

Product Name
1-Boc-3-Cyanoazetidine
CAS No.
142253-54-1
Chemical Name
1-Boc-3-Cyanoazetidine
Synonyms
1-Boc-3-Cynoazetidine;1-Boc-3-cyanoazetidine;N-Boc-3-Cyanoazetidine;3-CYANO-1-BOC-AZETIDINE;elagolix intermediate 10;N-T-BOC-3-CYANOAZETIDINE;1-N-BOC-3-CYANO-AZETIDINE;1-(N-BOC)-3-cyanoazetidine - [B3074];TERT-BUTYL 3-CYANOAZETIDINE-1-CARBOXYLATE;3-CYANO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CBNumber
CB1382370
Molecular Formula
C9H14N2O2
Formula Weight
182.22
MOL File
142253-54-1.mol
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1-Boc-3-Cyanoazetidine Property

Melting point:
68-71°C
Boiling point:
290.2±33.0 °C(Predicted)
Density 
1.11±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
pka
-4.29±0.40(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C9H14N2O2/c1-9(2,3)13-8(12)11-5-7(4-10)6-11/h7H,5-6H2,1-3H3
InChIKey
WEFREESWPHICPL-UHFFFAOYSA-N
SMILES
N1(C(OC(C)(C)C)=O)CC(C#N)C1
CAS DataBase Reference
142253-54-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38-52-36-22
Safety Statements 
26-36/37/39-36/37-9
RIDADR 
3439
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SYX00238
Product name
1-(N-Boc)-3-cyanoazetidine
Purity
Aldrich
Packaging
1g
Price
$87.5
Updated
2025/07/31
TRC
Product number
B646120
Product name
1-​(N-​Boc)​-​3-​cyanoazetidine
Packaging
10g
Price
$250
Updated
2021/12/16
AK Scientific
Product number
U454
Product name
1-Boc-3-cyanoazetidine
Packaging
25g
Price
$267
Updated
2021/12/16
SynQuest Laboratories
Product number
4H48-1-Y9
Product name
Azetidine-3-carbonitrile, N-Boc protected
Packaging
25g
Price
$350
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB138679
Product name
1-Boc-3-cyanoazetidine
Packaging
25g
Price
$380
Updated
2021/12/16
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1-Boc-3-Cyanoazetidine Chemical Properties,Usage,Production

Uses

1-?(N-?Boc)?-?3-?cyanoazetidine can be used as reagent/reactant for preparation and SAR of pyridinylmethanol derivatives as TRPV3 antagonists. It can also be used as reagent/reactant for preparation of substituted pyridines via nucleophilic aromatic substitution of cyanopyridines with disubstituted esters and nitriles.

Synthesis

345954-83-8

24424-99-5

142253-54-1

Step 1: 3-Cyanonitrile azetidine hydrochloride (3.64 g, 30.7 mmol) was suspended in 77 mL of dichloromethane. Triethylamine (4.3 mL, 30.7 mmol) was added to the suspension, followed by batchwise addition of di-tert-butyl dicarbonate (8.0 g, 36.8 mmol). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was diluted with aqueous hydrochloric acid and dichloromethane. The organic and aqueous layers were separated and the aqueous layer was extracted with dichloromethane. All organic layers were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane) to give 5.5 g (98% yield) of tert-butyl 3-cyanoazetidine-1-carboxylate.

References

[1] Patent: US2011/230462, 2011, A1. Location in patent: Page/Page column 64-65
[2] Patent: WO2011/61214, 2011, A1. Location in patent: Page/Page column 50
[3] Patent: WO2013/152065, 2013, A2. Location in patent: Page/Page column 27

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

Raw materials

Acetonitrile Toluene Di-tert-butyl dicarbonate Formaldehyde N,N-Diisopropylethylamine Palladium Tetrahydrofuran Lithium Aluminum Hydride Hydrochloric acid Dichloromethane Methanol Sodium hydroxide Diethyl malonate Thionyl chloride Phosphorus pentoxide Ammonia

Preparation Products

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1-Boc-3-Cyanoazetidine Suppliers

China 149 Europe 1 Germany 4 India 4 United Kingdom 5 United States 28 Global 191
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from 1-Boc-3-Cyanoazetidine manufacturers

Wuhan Xinhao Biotechnology Co., Ltd
Product
1-Boc-3-Cyanoazetidine 142253-54-1
Price
US $10.00-100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Metric Ton/Month
Release date
2024-01-17
Honest Joy Holdings Limited
Product
1-Boc-3-cyanoazetidine 142253-54-1
Price
US $0.00/KG
Min. Order
1KG
Purity
97.1%
Supply Ability
100 tons
Release date
2022-01-26
Career Henan Chemical Co
Product
1-Boc-3-Cyanoazetidine 142253-54-1
Price
US $1.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
500KG
Release date
2018-08-19

142253-54-1, 1-Boc-3-CyanoazetidineRelated Search:

Sodium cyanoborohydride Cyhalofop-butyl Butyl acetate ISOBUTANE 2-Butoxyethanol RESMETHRIN tert-Butanol Buprofezin Azetidine n-Butane Diethylene glycol monobutyl ether 1-Chloro-2-methylpropane ETHYL 2-CYANOACRYLATE tert-Butyl acetate tert-Butyl peroxyacetate Methylene dithiocyanate Butyl acrylate tert-butyl 3-bromoazetidine-1-carboxylate

  • 3-CYANO-1-BOC-AZETIDINE
  • 3-CYANO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • 1-N-BOC-3-CYANO-AZETIDINE
  • N-T-BOC-3-CYANOAZETIDINE
  • TERT-BUTYL 3-CYANOAZETIDINE-1-CARBOXYLATE
  • N-Boc-3-Cyanoazetidine
  • 1-Boc-3-cyanoazetidine
  • 1-Azetidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl ester
  • tert-Butyl 3-cyanoazetidine-1-carboxylate, tert-Butyl 3-cyanoazetane-1-carboxylate, 3-Cyanoazetidine, N-BOC protected, 3-Cyanoazetane, N-BOC protected
  • elagolix intermediate 10
  • 1-Boc-3-Cynoazetidine
  • 1-(N-BOC)-3-cyanoazetidine - [B3074]
  • 142253-54-1
  • 142233-54-1
  • Azetidine
  • Ring Systems