tert-butyl 3-bromoazetidine-1-carboxylate
- Product Name
- tert-butyl 3-bromoazetidine-1-carboxylate
- CAS No.
- 1064194-10-0
- Chemical Name
- tert-butyl 3-bromoazetidine-1-carboxylate
- Synonyms
- N-Boc-3-BroMoazetidine;1-Boc-3-broMoazetidine;1-Boc-3-bromoazetidine - [B7997];tert-butyl 3-bromoazetidine-1-carboxylate;3-Bromo-1-azetidinecarboxylic acid tert-butyl ester;1-Azetidinecarboxylic acid, 3-bromo-, 1,1-dimethylethyl ester
- CBNumber
- CB12515969
- Molecular Formula
- C8H14BrNO2
- Formula Weight
- 236.11
- MOL File
- 1064194-10-0.mol
tert-butyl 3-bromoazetidine-1-carboxylate Property
- Boiling point:
- 258℃
- Density
- 1.443
- Flash point:
- 110℃
- storage temp.
- 2-8°C
- pka
- -3.76±0.40(Predicted)
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C8H14BrNO2/c1-8(2,3)12-7(11)10-4-6(9)5-10/h6H,4-5H2,1-3H3
- InChIKey
- RUTPPPNQDPSSBM-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC(Br)C1
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- B588618
- Product name
- tert-Butyl3-Bromoazetidine-1-carboxylate
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B7997
- Product name
- 1-Boc-3-bromoazetidine
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- AS3745
- Product name
- 1-boc-3-Bromoazetidine
- Purity
- 97+%
- Packaging
- 1g
- Price
- $58
- Updated
- 2021/12/16
- Product number
- J55284
- Product name
- tert-Butyl3-bromoazetidine-1-carboxylate
- Packaging
- 5g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- AS3745
- Product name
- 1-boc-3-Bromoazetidine
- Purity
- 97+%
- Packaging
- 5G
- Price
- $240
- Updated
- 2021/12/16
tert-butyl 3-bromoazetidine-1-carboxylate Chemical Properties,Usage,Production
Synthesis
19540-05-7
24424-99-5
1064194-10-0
To a flame-dried 500 mL round-bottomed flask was added 1-amino-2,3-dibromopropane hydrobromide (17) (3.5 g, 11.8 mmol, 1 equiv.) and stirred solvent-free under argon protection to obtain a fine powder of 17 (or crystals of 17 were manually ground to a fine powder before use). Anhydrous THF (35 mL) was added to the flask and the mixture was cooled to -78°C. PhLi solution (1.8 M in dibutyl ether, 18.5 mL, 35.3 mmol, 3 eq.) was slowly added via syringe, and the reaction mixture was stirred for 2 hr at -78°C. Subsequently, MeCN (112 mL), LiBr (~42 g, 35.3 mmol, 3 eq.), and Boc2O (5.4 mL, 23.6 mmol, 2 eq.) were added to the reaction mixture, and the mixture was slowly warmed from -78°C to room temperature overnight. The reaction mixture was poured into water (200 mL) and washed sequentially with saturated aqueous NaHCO3, aqueous Na2S2O3 (50 mL), and then extracted with ether (3 x 150 mL). The organic layers were combined, washed with brine (50 mL), dried over Na2SO4 and concentrated. The crude product was purified by fast chromatography (silica gel, 5-20% EtOAc in hexane solution) to afford the target product tert-butyl 3-bromoazetidine-1-carboxylate (20) (2.21 g, 79%). Physical state: transparent liquid; Rf = 0.38 (1:9 EtOAc/hexane, KMnO4 color development); 1H NMR (500 MHz, CDCl3): δ 4.55-4.46 (m, 3H), 4.22-4.14 (m, 2H), 1.44 (s, 9H); 13C NMR (126 MHz, CDCl3): δ 155.8 , 80.2, 60.3 (br, 2C), 33.0, 28.4 (3C); all spectral data are in agreement with literature reports.
References
[1] Arkivoc, 2018, vol. 2018, # 4, p. 195 - 214
tert-butyl 3-bromoazetidine-1-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from tert-butyl 3-bromoazetidine-1-carboxylate manufacturers
- Product
- tert-butyl 3-bromoazetidine-1-carboxylate 1064194-10-0
- Price
- US $6000.00/Kg/Drum
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 50kg/month
- Release date
- 2020-09-09
- Product
- tert-butyl 3-bromoazetidine-1-carboxylate 1064194-10-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 150KG
- Release date
- 2019-07-09