N-t-Butylglycine hydrochloride Chemical Properties

Melting point:

223-224℃

storage temp. 

Inert atmosphere,Room Temperature

form 

Solid

color 

White

InChI

InChI=1S/C6H13NO2.ClH/c1-6(2,3)7-4-5(8)9;/h7H,4H2,1-3H3,(H,8,9);1H

InChIKey

QORBVLNEGUIPND-UHFFFAOYSA-N

SMILES

N(CC(=O)O)C(C)(C)C.Cl

CAS DataBase Reference

6939-23-7

N-t-Butylglycine hydrochloride Usage And Synthesis

Chemical Properties

White powder

Uses

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

Synthesis

To a mixture of tert-butylamine (1.57 liters) and toluene (1.35 liters) was added tert-butyl bromoacetate (420 ml) at 45-50??C. The temperature was raised to 75??C in 1 hour. The mixture was stirred at 50-60??C for 1 h. The temperature was raised to 75??C within 1 h. After 2 h at 75??C, the mixture was cooled to -12+3??C and allowed to stand for 1 h. The mixture was then purified by filtration. The solid was collected by filtration and the filtrate was concentrated to a volume of 825 mL by distillation (30-40??C, 25-35 mm Hg). The resulting concentrate was cooled to 20-25??C and 6N HCl (1.45 kg) was added. after 3 h, the phases were separated and the aqueous phase was concentrated to 590 mL by distillation (30-40??C, 25-35 mm Hg). Isopropanol (2.4 l) was added and the mixture was concentrated to 990 ml by distillation (15-20??C, 10-20 mm Hg). The resulting slurry was cooled to -12+3??C within 30 minutes and allowed to stand for 1 hour. The solid was collected by filtration, washed with i-PrOH and dried (45+3??C, 10 mm Hg) for 24 h to give (407.9 g, 86%) of the desired product.N-tert-butylglycine hydrochloride, yield 407.9 g, 86%.

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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