H-GLY-OIPR HCL Chemical Properties

storage temp. 

Sealed in dry,Room Temperature

Appearance

White to off-white Solid

Water Solubility 

Soluble in water

CAS DataBase Reference

14019-62-6

Safety Information

Safety Statements 

22-24/25

HS Code 

2922498590

MSDS

• Language:English Provider:ALFA

H-GLY-OIPR HCL Usage And Synthesis

Chemical Properties

White powder

Uses

Glycine isopropyl ester hydrochloride can react with indol-3-yl-oxo-acetyl chloride to produce [2-(1H-indol-3-yl)-2-oxo-acetylamino]-acetic acid isopropyl ester. This reaction will need reagent Et3N, and the menstruum benzene.

Synthesis

1. dissolve glycine (1 g, 13.3 mmol) in isopropanol (10 mL) at 0 °C. 2. sulfoxide chloride (SOCl2, 1.93 mL, 26.6 mmol) was added slowly and dropwise to the above solution. 3. the reaction mixture was heated to reflux and stirred continuously overnight. 4. Upon completion of the reaction, it was cooled to room temperature and the solvent was subsequently removed by evaporation under reduced pressure. 5. Hexane was added to the residue at 0 °C to form a suspension. 6. The suspension was filtered and the white solid product isopropyl 2-aminoacetate hydrochloride (1.76 g, 86% yield) was collected. 7. The product was characterized as follows. 7. The product was characterized as follows: - 1H NMR (300 MHz, MeOD) δ 5.13 (hept, J = 6.3 Hz, 1H, (CH3)2CHO), 3.81 (s, 2H, CH2), 1.32 (s, 3H, (CH3)2CHO), 1.30 (s, 3H, (CH3)2CHO). 13C NMR (75 MHz, MeOD) δ 1.30 (s, 3H, (CH3)2CHO). - 13C NMR (75 MHz, MeOD) δ 168.0 (C), 71.7 ((CH3)2CHO), 41.2 (CH2), 21.9 ((CH3)2CHO). - HRMS [M + H]+ C5H12NO2: calculated value 118.0858, measured value 118.0863.

References

[1] RSC Advances, 2017, vol. 7, # 17, p. 10158 - 10174
[2] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 12, p. 1197 - 1201
[3] Patent: WO2015/1024, 2015, A1. Location in patent: Page/Page column 93
[4] European Journal of Organic Chemistry, 2001, # 10, p. 1971 - 1982
[5] ChemSusChem, 2011, vol. 4, # 5, p. 604 - 608

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