Carbamic acid, N-(cis-3-aminocyclobutyl)-, 1,1-dimethylethyl ester Chemical Properties

Boiling point:

285.8±29.0 °C(Predicted)

Density 

1.06±0.1 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light

pka

12.32±0.40(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2924297099

Carbamic acid, N-(cis-3-aminocyclobutyl)-, 1,1-dimethylethyl ester Usage And Synthesis

Synthesis

Tert-butyl cis-3-azido cyclobutylcarbamate (15.00 g, 70.7 mmol) was used as a feedstock and mixed with 10 wt% palladium/activated carbon catalyst (dry basis) in a 1000 mL three-neck flask. The system was flushed with N2 and sealed with methanol (200 mL) and 2 M ammonia (3.76 mL, 35.3 mmol, Sigma-Aldrich Chemical Company, Inc.). The flask was evacuated and filled with hydrogen (balloon supply). The reaction mixture was stirred at room temperature for 18 hours and subsequently filtered. The filtrate was concentrated under reduced pressure to afford tert-butyl cis-3-amino-1-cyclobutylcarbamate (11.1 g, 59.6 mmol, 84% yield), which could be used in subsequent steps without further purification.

References

[1] Journal of Organic Chemistry, 2010, vol. 75, # 17, p. 5941 - 5952
[2] Patent: US2013/225552, 2013, A1. Location in patent: Paragraph 0990

Carbamic acid, N-(cis-3-aminocyclobutyl)-, 1,1-dimethylethyl ester(1212395-34-0)Related Product Information

• (2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
• (1s,3s)-methyl 3-aminocyclobutane carboxylate hydrochloride
• cis-3-Aminocyclobutanol h...
• Ethylenediaminetetraacetic acid
• cis-3-aMinocyclohexane carboxylic acid Methyl ester*HCl
• cis-3-Aminocyclobutanecarboxylic acid ethyl ester hydrochloride
• (cis)-3-Hydroxy-cyclopentanecarboxylic ac id Methyl ester
• (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE
• cis-2,6-Dimethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester
• cis-1-Boc-3-amino-4-fluor...
• 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2R)-(9CI)
• 1-BOC-4-FLUORO-4-(HYDROXYMETHYL)-PIPERIDINE
• 1-Piperidinecarboxylicacid,2-methyl-4-oxo-,1,1-dimethylethylester,(2S)-(9CI)
• (2-Aza-spiro[3.3]hept-6-yl)-carbamic acid tert-butyl ester
• 1-Azetidinecarboxylic aci...
• 1-BOC-3-METHYLAMINOAZETIDINE
• 2-(tert-Butoxycarbonyl)-2,7-diazaspiro[3.5]nonane
• tert-butyl (cis-3-aminocy...