| Identification | Back Directory | [Name]
H-GLY-OIPR HCL | [CAS]
14019-62-6 | [Synonyms]
H50249
Gly-OiPr·HCl
H-GLY-OIPR HCL
GLYCINE ISOPROPYL ESTER
H-GLY-OIPR HCL USP/EP/BP
GlycineisopropylesterHCl
Glycine 1-methylethyl ester HCl
ISOPROPYL GLYCINATE HYDROCHLORIDE
GLYCINE ISOPROPYL ESTER HYDROCHLORIDE
isopropyl 2-aminoacetate hydrochloride
GLYCINE ALPHA-ISOPROPYL ESTER HYDROCHLORIDE
Glycine, 1-Methylethyl ester, hydrochloride (1:1)
Glycine isopropyl ester hydrochloride≥ 98% (HPLC) | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C5H12ClNO2 | [MDL Number]
MFCD00151826 | [MOL File]
14019-62-6.mol | [Molecular Weight]
153.61 |
| Hazard Information | Back Directory | [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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