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tert-butyl 3-carbaMoylazetidine-1-carboxylat

Product Name
tert-butyl 3-carbaMoylazetidine-1-carboxylat
CAS No.
486415-29-6
Chemical Name
tert-butyl 3-carbaMoylazetidine-1-carboxylat
Synonyms
1-Boc-azetidine-3-carboxamide;N-Boc-azetidine-3-carboxamide;1-N-Boc-azetidine-3-carboxamide;tert-butyl 3-carbaMoylazetidine-1-carboxylat;3-Carbamoyl-azetidine-1-carboxylic acid tert-butyl ester;1-Azetidinecarboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester
CBNumber
CB72616725
Molecular Formula
C9H16N2O3
Formula Weight
200.23
MOL File
486415-29-6.mol
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tert-butyl 3-carbaMoylazetidine-1-carboxylat Property

Boiling point:
355.9±31.0 °C(Predicted)
Density 
1.194±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
16.06±0.20(Predicted)
Appearance
White to off-white Solid
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC
Product number
B630295
Product name
N-Boc-azetidine-3-carboxamide
Packaging
25mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
180317
Product name
tert-Butyl 3-(aminocarbonyl)azetidine-1-carboxylate
Packaging
1g
Price
$500
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0096959
Product name
TERT-BUTYL 3-CARBAMOYLAZETIDINE-1-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$501.52
Updated
2021/12/16
Matrix Scientific
Product number
180317
Product name
tert-Butyl 3-(aminocarbonyl)azetidine-1-carboxylate
Packaging
500mg
Price
$400
Updated
2021/12/16
ACHEMBLOCK
Product number
P37902
Product name
1-Boc-azetidine-3-carboxamide
Purity
95%
Packaging
1G
Price
$415
Updated
2021/12/16
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tert-butyl 3-carbaMoylazetidine-1-carboxylat Chemical Properties,Usage,Production

Synthesis

142253-55-2

486415-29-6

General procedure for the synthesis of N-Boc-azetidine-3-carboxamide from 1-Boc-azetidine-3-carboxylic acid: 1-[(tert-butoxy)carbonyl]azetidine-3-carboxylic acid (4.96 g, 24.65 mmol) and triethylamine (TEA, 5.84 mL, 42.0 mmol) were dissolved in tetrahydrofuran (THF, 60 mL) and the the mixture was cooled to -20 °C. Isobutyl chloroformate (4.8 mL, 37.0 mmol) was added slowly with stirring, followed by stirring the reaction mixture at -10 °C for 15 min. 28% ammonia (7.46 mL, 394 mmol) was added, then the mixture was gradually warmed to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated sodium bicarbonate (NaHCO?) solution, the reaction mixture was filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography using 20-100% ethyl acetate (EtOAc)/heptane gradient elution and 1-4% methanol (MeOH)/ethyl acetate (EtOAc) elution sequentially to afford N-Boc-azetidine-3-carboxamide (3.99 g, 81% yield) as a white solid. The product was confirmed by 1H-NMR (CDCl?, 250 MHz) and HPLC-MS (Method A): 1H-NMR δ [ppm] = 5.47 (s, 2H), 4.22-4.01 (m, 4H), 3.34-3.15 (m, 1H), 1.46 (s, 9H); HPLC-MS [m/z]: 222.95 [M + Na ]+.

References

[1] Patent: WO2017/68089, 2017, A2. Location in patent: Page/Page column 234; 235
[2] Patent: US2014/121198, 2014, A1. Location in patent: Paragraph 0688; 0689
[3] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 5, p. 757 - 761
[4] Patent: WO2010/60952, 2010, A1. Location in patent: Page/Page column 81
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 10, p. 3037 - 3040

tert-butyl 3-carbaMoylazetidine-1-carboxylat Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-butyl 3-carbaMoylazetidine-1-carboxylat Suppliers

Tetranov Biopharm
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Struchem Co., Ltd.
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Amadis Chemical Company Limited
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Amatek Scientific Co. Ltd.
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LinkChem Technology Co., Ltd.
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Jiaxing Deyi Chemical Co., Ltd.
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Aikon International Limited
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Alfa Chemistry
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486415-29-6, tert-butyl 3-carbaMoylazetidine-1-carboxylatRelated Search:


  • tert-butyl 3-carbaMoylazetidine-1-carboxylat
  • N-Boc-azetidine-3-carboxamide
  • 1-Azetidinecarboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester
  • 1-Boc-azetidine-3-carboxamide
  • 3-Carbamoyl-azetidine-1-carboxylic acid tert-butyl ester
  • 1-N-Boc-azetidine-3-carboxamide
  • 486415-29-6