BOC-SER(TOS)-OCH3 Chemical Properties

Melting point:

74-75℃

Boiling point:

520.0±50.0 °C(Predicted)

Density 

1.236

storage temp. 

2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

10.28±0.46(Predicted)

color 

White to off-white

BOC-SER(TOS)-OCH3 Usage And Synthesis

Uses

Boc-Ser(Tos)-OMe is a serine derivative[1].

Synthesis

To a pyridine (10 mL) solution of Boc-L-serine methyl ester (0.67 g, 3.1 mmol) cooled in an ice bath was added p-toluenesulfonyl chloride (3.0 g, 15.7 mmol). The reaction mixture was stirred in an ice bath under nitrogen protection for 8 hours. Subsequently, ether (10 mL) was added to the reaction system and the mixture was transferred to room temperature to continue stirring for 14 hours. Upon completion of the reaction, the reaction solution was washed sequentially with deionized water, 10% potassium bisulfate solution, saturated sodium bicarbonate solution and brine. The organic layer was separated, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The colorless oil obtained was purified by silica gel column chromatography (eluent ratio hexane:ethyl acetate=2:1) to afford (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(p-toluyloxy)propionate (1.05 g, 91% yield) as a white solid. The spectral data of the product were in agreement with literature reports and the purity was confirmed by 1H NMR.

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

BOC-SER(TOS)-OCH3(56926-94-4)Related Product Information

• BOC-D-TYR(TBU)-OH
• BOC-DL-PRO-OH
• Methyl N-(tert-butoxycarbonyl)-L-threoninate
• N-Boc-4-oxo-L-Proline methyl ester
• BOC-TRP(BOC)-OH
• Boc-Tyr-OtBu
• Boc-D-Ser(tBu)-OH
• Boc-L-serine methyl ester
• BOC-SER(TOS)-OCH3
• BOC-SER(TOS)-OBZL
• TERT-BUTYL N-[2-(TOSYLOXY)ETHYL]CARBAMATE
• 3-[(TERT-BUTOXYCARBONYL)AMINO]ETHYL METHANESULFONATE