Z-D-ALA-NH2 Chemical Properties

Melting point:

132-134 °C

Boiling point:

443.8±38.0 °C(Predicted)

Density 

1.199±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

11.17±0.46(Predicted)

Z-D-ALA-NH2 Usage And Synthesis

Chemical Properties

White to off-white powder

Synthesis

General procedure for the synthesis of benzyl (R)-(1-amino-1-oxo-2-propyl)carbamate from (R)-2-((benzyloxy)carbonyl)amino)propionic acid: to a colorless solution of 150 mg (0.50 mmol) of (R)-2-((benzyloxy)carbonyl)amino)propionic acid in 10 mL of tetrahydrofuran (THF) was added at 0 °C 67 μL ( 0.70 mmol, 1.4 eq.) ethyl chloroformate and 209 μL (1.5 mmol, 3.0 eq.) triethylamine. After stirring for 30 min at 0 °C, 0.75 mL of 1.0 M aqueous ammonium chloride (0.75 mmol, 1.5 equiv) was added to the colorless suspension at 0 °C. The mixture was continued to be stirred at 0 °C for 30 min, after which 5 mL of water was added to the reaction mixture. The colorless clear solution was extracted with 30 mL of ethyl acetate and the aqueous layer was extracted with another 20 mL of ethyl acetate. The organic layers were combined, washed with 5 mL of saturated brine and dried with anhydrous magnesium sulfate. The crude product was purified by silica gel column chromatography using ethyl acetate as eluent to give 129 mg (86% yield) of the target product (R)-(1-amino-1-oxo-2-propyl)carbamic acid benzyl ester.

References

[1] Tetrahedron Asymmetry, 2017, vol. 28, # 12, p. 1690 - 1699
[2] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 6, p. 631 - 636
[3] Journal of Medicinal Chemistry, 2000, vol. 43, # 10, p. 1910 - 1926
[4] Chemistry Letters, 2013, vol. 42, # 6, p. 580 - 582

Z-D-ALA-NH2(151378-81-3)Related Product Information

• Z-D-ALA-OSU
• N-BENZYLOXYCARBONYL-D-ALANINOL
• N-alpha-Benzyloxycarbonyl-D-alanine p-nitrophenyl ester
• N-Cbz-D-Alanine
• Z-D-ALA-GLY-OH
• Z-D-PRO-NH2
• Z-D-PHE-VAL-OH
• Z-D-VAL-LYS(Z)-OH
• Z-D-ALA-NH2
• Z-D-LEU-D-ALA-OH
• Z-D-ALA-D-ALA-OME
• Z-D-VAL-LEU-OH
• Z-D-ALA-PHE-OH
• Z-D-PHE-NH2
• Z-D-LEU-GLY-OH
• N-CBZ-D-PHE-PHE-GLY
• Z-D-GLU-TYR-OH
• Z-D-ALA-D-ALA-OH