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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;REF DUPL: N-Boc-cyclopropylamine;N-Cyclopropylcarbamic acid tert-butyl ester;Cyclopropylamine, N-BOC protected 97%;CarbaMic acid, cyclopropyl-, 1,1-diMethylethyl ester;tert-butyl N-cyclopropylcarbaMate
CAS:132844-48-5
MF:C8H15NO2
MW:157.21
EINECS:
Product Categories:Ring Systems;N-BOC;Amines
Mol File:132844-48-5.mol
Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Structure
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
pka12.74±0.20(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2924190090
MSDS Information
Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Usage And Synthesis
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

Cyclopropylamine

765-30-0

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

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
Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials
Raw materialsDi-tert-butyl dicarbonate-->Cyclopropylamine
Tag:Carbamic acid, cyclopropyl-, 1,1-dimethylethyl ester (9CI)(132844-48-5) Related Product Information
Cyclopropylacetic acid tert-Butyl 2-iodoethylcarbamate 1H-Pyrrolo[2,3-b]pyridin-3-ylacetic acid (1R,2S)-1-Boc-amino-2-vinylcyclopropanecarboxylic acid ethyl ester Cyclopropylamine 1-Boc-3-aminopiperidine (1R,2R)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic acid N-Boc-(S)-cyclopropylalanine benzyl ester 1-Boc-amino-2-vinylcyclopropanecarboxylic acid ethyl ester (1R,2S)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic acid tert-Butyl cis-(2-hydroxymethyl)cyclopropylcarbamate (1S,3S,5S)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-ethenyl-,(1S,2R)- 4-Boc-4,7-diazaspiro[2.5]octane tert-Butyl trans-(2-hydroxymethyl)cyclopropylcarbamate (1S,2R)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic acid (1S,2S)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic acid Boc-1-amino-2,2-dimethylcyclopropanecarboxylic acid