Basic information Safety Supplier Related

Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)

Basic information Safety Supplier Related

Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) Basic information

Product Name:
Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)
Synonyms:
  • Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)
  • (S)-tert-butyl 1-aminopropan-2-ylcarbamate
  • tert-butyl N-[(2S)-1-aMinopropan-2-yl]carbaMate
  • N-((S)-2-Amino-1-methylethyl)carbamic acid tert-butyl ester
  • tert-Butyl ((S)-1-aminopropan-2-yl)carbamate
  • ((S)-2-Amino-1-methyl-ethyl)-carbamic acid tert-butyl ester
  • (S)-N2-Boc-1,2-propanediamine
  • (S)-2-N-Boc-propane-1,2-diaMine
CAS:
146552-71-8
MF:
C8H18N2O2
MW:
174.24
Product Categories:
  • N-BOC
Mol File:
146552-71-8.mol
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Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) Chemical Properties

Boiling point:
264℃
Density 
0.984
Flash point:
113℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
12.19±0.46(Predicted)
Appearance
Yellow to brown Solid
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Safety Information

HS Code 
2924190090
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Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) Usage And Synthesis

Synthesis

146610-69-7

146552-71-8

General procedure for the synthesis of tert-butyl (S)-(1-aminopropan-2-yl)carbamate from the compound (CAS: 146610-69-7): Pd/C (10%, 2 g) was added to a solution of tert-butyl (S)-1-azidopropan-2-ylcarbamate (75.0 g, 0.375 mol) in methanol (1 L). The suspension was stirred at room temperature under hydrogen atmosphere for 4 hours. After completion of the reaction, the reaction mixture was filtered and the solid was washed with methanol (100 mL). The combined filtrates were concentrated under vacuum to afford tert-butyl (S)-1-aminopropan-2-ylcarbamate (65.1 g, quantitative yield), which was used directly in the next step without further purification.1H NMR (300 MHz, CDCl3) δ ppm: 4.64 (br s, 1H), 3.64 (m, 1H), 2.75 (dd, J = 13.2, 5.1 Hz, 1H), 2.63 (dd, J = 13.2, 6.6 Hz, 1H), 1.45 (s, 9H), 1.31 (br s, 2H), 1.12 (d, J = 6.6 Hz, 3H).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 24, p. 5743 - 5747
[2] Journal of Chemical Research, Miniprint, 1992, # 12, p. 3117 - 3132
[3] Patent: US2004/208828, 2004, A1. Location in patent: Page 13
[4] Organic Letters, 2011, vol. 13, # 13, p. 3486 - 3489
[5] Organic and Biomolecular Chemistry, 2013, vol. 11, # 17, p. 2780 - 2786

Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)Supplier

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