S-Cyclopropylglycine Methyl ester hydrochloride
S-Cyclopropylglycine Methyl ester hydrochloride Basic information
- Product Name:
- S-Cyclopropylglycine Methyl ester hydrochloride
- Synonyms:
-
- S-Cyclopropylglycine Methyl ester hydrochloride
- L-Cyclopropylglycine methyl ester hydrochloride
- Methyl (S)-a-amino-cyclopropaneacetate HCl
- methyl (2S)-2-amino-2-cyclopropylacetate
- (S)-Methyl 2-amino-2-cyclopropylacetate hydrochloride
- Methyl (2S)-amino(cyclopropyl)-acetate hydrochloride
- S-2-Cyclopropylglycine methyl ester hydrochloride
- Cyclopropaneacetic acid, α-amino-, methyl ester, hydrochloride (1:1), (αS)-
- CAS:
- 138326-68-8
- MF:
- C6H12ClNO2
- MW:
- 165.62
- Mol File:
- 138326-68-8.mol
S-Cyclopropylglycine Methyl ester hydrochloride Chemical Properties
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- White to off-white Solid
- optical activity
- 98.128°(C=0.46 g/100mI, MEOH , 20°C, 589nm)
S-Cyclopropylglycine Methyl ester hydrochloride Usage And Synthesis
Synthesis
67-56-1
49606-99-7
138326-68-8
(S)-2-Amino-2-cyclopropylacetic acid (10.0 g, 86.9 mmol) was slowly added to a solution of anhydrous methanol (750 mL) containing thionyl chloride (7.6 mL, 104 mmol) at 0 °C. The reaction mixture was gradually warmed to room temperature and subsequently heated to reflux for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to give the crude product. The crude product was washed with acetone to yield 8.94 g of L-cyclopropylglycine methyl ester hydrochloride as a white solid. The yield was 62% and the mass spectrum (MS) showed a molecular ion peak of 130 (M+H+) and a melting point of 134.0-135.9 °C.
References
[1] Patent: US2004/77646, 2004, A1. Location in patent: Page 88
[2] Patent: US2004/248949, 2004, A1. Location in patent: Page 33
[3] Journal of the American Chemical Society, 2015, vol. 137, # 5, p. 2042 - 2046
[4] Patent: US2018/110824, 2018, A1. Location in patent: Paragraph 0642; 0643; 0644
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