N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE Chemical Properties

Boiling point:

409.5±34.0 °C(Predicted)

Density 

1.170±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

4.01±0.10(Predicted)

form 

Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2921490090

N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE Usage And Synthesis

Uses

2-(Benzyl(tert-butoxycarbonyl)amino)acetic acid is a Glycine.html" class="link-product" target="_blank">Glycine (HY-Y0966) derivative[1].

Synthesis

N-benzylglycine hydrochloride (3 g, 14.88 mmol) and di-tert-butyl dicarbonate (3.25 g, 14.88 mmol) were reacted in dichloromethane (40 mL). Triethylamine (6.22 mL, 44.6 mmol) was added to the reaction system and stirred at room temperature for 6 days. Upon completion of the reaction, the reaction mixture was partitioned with dichloromethane and dilute hydrochloric acid and the organic phase was extracted with dichloromethane (3 x 20 mL). The organic layers were combined, washed sequentially with water (20 mL) and brine (20 mL) and dried over anhydrous magnesium sulfate. Concentration gave the target product N-BOC-N-benzylglycine (5 g, 125% yield) as a clear, colorless oil containing a small amount of triethylamine hydrochloride impurity. The product was characterized by 1H NMR (400 MHz, CDCl3): δ1.38-1.46 (d, 9H), 3.71 (s, 1H), 3.86 (s, 1H), 4.54 (d, J=12.38Hz, 2H), 7.07-7.37 (m, 5H). The product does not require further purification and can be used directly in the next reaction.

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

N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE(76315-01-0)Related Product Information

• BOC-7-HYDROXY-TIC-OH
• tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
• tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
• BOC-7-HYDROXY-D-TIC-OH
• 1,3-DIHYDRO-ISOINDOLE-1,2-DICARBOXYLIC ACID 2-TERT-BUTYL ESTER
• (5S)-N-(tert-Butoxycarbonyl)-3,4,5,6-tetrahydro-5-phenyl-4(H)-1,4-oxazin-2-one
• BOC-(4S,2RS)-2-PHENYLTHIAZOLIDINE-4-CARBOXYLIC ACID
• BOC-DL-5-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, 98
• 6-PHENYL-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
• N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE
• (2S,5R)-BOC-5-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID
• (2R,5S)-BOC-5-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID
• BOC-D-TIC-OH
• (5R)-N-(TERT-BUTOXYCARBONYL)-3,4,5,6-TETRAHYDRO-5-PHENYL-4(H)-1,4-OXAZIN-2-ONE
• 3-(TERT-BUTOXYCARBONYL)-2-(4-METHYLPHENYL)-1,3-THIAZOLANE-4-CARBOXYLIC ACID
• N-(TERT-BUTOXYCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
• TERT-BUTYL 6-OXO-2,3-DIPHENYL-4-MORPHOLINECARBOXYLATE
• N-BOC-(S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID HCL