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Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI)

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Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Basic information

Product Name:
Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI)
Synonyms:
  • Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI)
  • N-Boc-cyclopropylamine
  • Cyclopropylamine, N-BOC protected
  • tert-Butyl cyclopropylcarbamate
  • REF DUPL: N-Boc-cyclopropylamine
  • N-Cyclopropylcarbamic acid tert-butyl ester
  • Cyclopropylamine, N-BOC protected 97%
  • CarbaMic acid, cyclopropyl-, 1,1-diMethylethyl ester
CAS:
132844-48-5
MF:
C8H15NO2
MW:
157.21
Product Categories:
  • Ring Systems
  • N-BOC
  • Amines
Mol File:
132844-48-5.mol
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Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Chemical Properties

Melting point:
62-64°
Boiling point:
228.6±7.0 °C(Predicted)
Density 
1.01±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
12.74±0.20(Predicted)
Appearance
White to off-white Solid
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Safety Information

HS Code 
2924190090
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Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Usage And Synthesis

Synthesis

24424-99-5

765-30-0

132844-48-5

Step 1. Dissolve cyclopropylamine (12.4 g, 252.2 mmol) in dichloromethane (50 mL) at 0°C and cool in an ice water bath. A solution of di-tert-butyl dicarbonate (43.7 g, 200 mmol) in dichloromethane (100 mL) was slowly added dropwise. After the dropwise addition, the reaction mixture was transferred to room temperature and stirred continuously for 18 hours. Upon completion of the reaction, the solvent was removed by vacuum evaporation to afford N-Boc-cyclopropylamine (31 g, 99% yield).

References

[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2213 - 2236
[2] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 6, p. 1527 - 1536
[3] Patent: US2007/225280, 2007, A1. Location in patent: Page/Page column 17
[4] Monatshefte fur Chemie, 2017, vol. 148, # 12, p. 2143 - 2153
[5] Organic Letters, 2012, vol. 14, # 17, p. 4458 - 4461

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