BOC-ALA-OBZL Chemical Properties

Melting point:

25.5-26℃ (ligroine )

Boiling point:

392.7±25.0 °C(Predicted)

Density 

1.099±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

<25.5°C Solid,>26°C Liquid

pka

11.19±0.46(Predicted)

color 

Colorless to off-white

BOC-ALA-OBZL Usage And Synthesis

Uses

Boc-L-Alanine benzyl ester is an alanine derivative[1].

Synthesis

GENERAL STEPS: In an oven-dried round-bottomed flask, N-tert-butoxycarbonyl-L-alanine (2 mmol) was dissolved (partially) in dichloromethane (DCM). To this DCM solution was added benzyl alcohol (1.8 mmol). Subsequently, N,N'-dicyclohexylcarbodiimide (DCC, 3.0 mmol) and 4-dimethylaminopyridine (DMAP, 1 mmol) were added to the flask and the reaction mixture was continuously stirred at room temperature. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was filtered to remove the by-product dicyclohexylurea (DCU). The DCM extract was washed with 5% sodium bicarbonate solution (2 × 20 mL) and saturated saline (2 × 5 mL). Next, the DCM layer was washed with 10% citric acid solution (2 × 20 mL) and saturated saline (2 × 5 mL). The DCM layer was separated and dried with anhydrous calcium chloride and subsequently concentrated using a rotary evaporator. Finally, the target product (CAS: 126400-95-1) was purified by column chromatography.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

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