| Identification | Back Directory | [Name]
BOC-ALA-NH2 | [CAS]
85642-13-3 | [Synonyms]
BOC-ALA-NH2
BOC-L-ALA-NH2
BOC-Beta-ala-NH2
Boc-L-alanine-NH2
Boc-L-alanine amide
N-Boc-L-alanine amide
N-Boc-L-alaninaMide, 96%
(Tert-Butoxy)Carbonyl Ala-NH2
N-(tert-Butoxycarbonyl)alaninaMide
N-t-Butyloxycarbonyl-L-alanine amide
N-tert-Butoxycarbonyl-L-alanine amide
tert-Butyl-N-(1-carbaMoylethyl)carbaMate
tert-butyl N-[(1S)-1-carbamoylethyl]carbamate
N-alpha-t-Butyloxycarbonyl-beta-alanine amide
(S)-tert-Butyl(1-amino-1-oxopropan-2-yl)carbamate
N2-(tert-Butoxycarbonyl)-L-alaninamide
tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate
tert-butyl N-[(2S)-1-amino-1-oxopropan-2-yl]carbamate
Carbamic acid, [(1S)-2-amino-1-methyl-2-oxoethyl]-, 1,1-dimethylethylester
Carbamic acid, N-[(1S)-2-amino-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C8H16N2O3 | [MDL Number]
MFCD03701447 | [MOL File]
85642-13-3.mol | [Molecular Weight]
188.22 |
| Chemical Properties | Back Directory | [Melting point ]
124-125 °C | [Boiling point ]
343.1±25.0 °C(Predicted) | [density ]
1.081±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in water or 1% acetic acid | [form ]
Solid | [pka]
11.38±0.46(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
-34.8°(C=0.01g/mI, CHCL3, 20°C, 589nm) | [Water Solubility ]
Soluble in water or 1% acetic acid. |
| Hazard Information | Back Directory | [Uses]
N-Boc-L-alaninamide is used as pharmaceutical intermediate. | [Synthesis]
GENERAL STEPS: N-Boc-L-alanine (5.0 g, 26.4 mmol) was dissolved in anhydrous THF at -10 °C and triethylamine (3 mL, 21.12 mmol) and ethyl chloroformate (2.5 mL, 26.4 mmol) were added sequentially under stirring. The reaction mixture was continued to be stirred at this temperature for 1 hour. Subsequently, ammonia (NH3) was passed into the reaction system for 1.5 hours. The reaction mixture was brought to room temperature and stirred overnight. After completion of the reaction, the THF solvent was removed by distillation under reduced pressure. Saturated sodium chloride solution (40 mL) was added to the residue and extracted with ethyl acetate (5 x 40 mL). The organic phases were combined, washed with 0.5 M hydrochloric acid (2 x 30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give N-Boc-D-alaninamide. | [References]
[1] Tetrahedron, 1999, vol. 55, # 42, p. 12301 - 12308
[2] Tetrahedron Letters, 2007, vol. 48, # 4, p. 603 - 607
[3] Synthetic Communications, 2013, vol. 43, # 7, p. 993 - 1006
[4] Bulletin of the Chemical Society of Japan, 1988, vol. 61, # 7, p. 2647 - 2648
[5] Tetrahedron Asymmetry, 2013, vol. 24, # 24, p. 1572 - 1575 |
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