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S-Cyclopropylglycine Methyl ester hydrochloride

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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
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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)
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Safety Information

HS Code 
2922498590
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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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