| Identification | Back Directory | [Name]
N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE | [CAS]
76315-01-0 | [Synonyms]
OTAVA-BB 1403921
N-Boc-N-benzyl-glycine
N-BENZYL-N-(TERT-BUTOXYCARBONYL)GLYCINE
N-α-(t-Butoxycarbonyl)-N-α-benzylglycine
2-(BENZYL(TERT-BUTOXYCARBONYL)AMINO)ACETIC ACID
(N-benzyl-N-tert-butoxycarbonyl)aminoacetic acid
2-(Benzyl(tert-butoxycarbonyl)amino)acetic acid 95+%
Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-(phenylmethyl)-
tert-Butyl N-(2-hydroxy-2-oxoethyl)-N-(phenylmethyl)carbamate | [Molecular Formula]
C14H19NO4 | [MDL Number]
MFCD02094473 | [MOL File]
76315-01-0.mol | [Molecular Weight]
265.3 |
| Chemical Properties | Back Directory | [Boiling point ]
409.5±34.0 °C(Predicted) | [density ]
1.170±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
Solid | [pka]
4.01±0.10(Predicted) |
| Hazard Information | Back Directory | [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 |
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