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

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