| Identification | Back Directory | [Name]
Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) | [CAS]
146552-71-8 | [Synonyms]
(S)-N2-Boc-1,2-propanediamine
(S)-2-N-Boc-propane-1,2-diaMine
(S)-tert-butyl 1-aminopropan-2-ylcarbamate
tert-Butyl ((S)-1-aminopropan-2-yl)carbamate
tert-butyl N-[(2S)-1-aMinopropan-2-yl]carbaMate
N-((S)-2-Amino-1-methylethyl)carbamic acid tert-butyl ester
((S)-2-Amino-1-methyl-ethyl)-carbamic acid tert-butyl ester
Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester
CarbaMic acid, N-[(1S)-2-aMino-1-Methylethyl]-, 1,1-diMethylethyl ester
Carbamic acid, [(1S)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI) | [Molecular Formula]
C8H18N2O2 | [MDL Number]
MFCD08726031 | [MOL File]
146552-71-8.mol | [Molecular Weight]
174.24 |
| Chemical Properties | Back Directory | [Boiling point ]
264℃ | [density ]
0.984 | [Fp ]
113℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
12.19±0.46(Predicted) | [Appearance]
Yellow to brown Solid |
| Hazard Information | Back Directory | [Synthesis]
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 |
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