BOC-ALA-NH2 Chemical Properties

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

pka

11.38±0.46(Predicted)

form 

Solid

Appearance

White to off-white Solid

optical activity

-34.8°(C=0.01g/mI, CHCL3, 20°C, 589nm)

Water Solubility 

Soluble in water or 1% acetic acid.

BOC-ALA-NH2 Usage And Synthesis

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

BOC-ALA-NH2(85642-13-3)Related Product Information

• N-(tert-Butoxycarbonyl)-L-alanine
• BOC-GLU-GLU-LEU-OME
• BOC-ALA-ALA-PNA
• BOC-GLN-ARG-ARG-AMC ACETATE SALT
• BOC-MET-LEU-PHE-OH
• N-T-BOC-LEU-GLY-ARG P-NITROANILIDE
• BOC-PHE-PHE-GLY-OH
• BOC-PRO-LEU-VAL-OME
• BOC-LEU-GLY-ARG-AMC ACETATE SALT
• BOC-ILE-GLY-OH
• BOC-ALA-ALA-OH
• BOC-GLU-LYS-LYS-MCA
• BOC-VAL-PRO-ARG-MCA
• BOC-PRO-PRO-OH
• BOC-PHE-SER-ARG-AMC ACETATE SALT
• BOC-VAL-PRO-ARG-AMC HCL
• BOC-VAL-LEU-LYS-AMC ACETATE
• BOC-HIS-NHNH2