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Z-SAR-OH

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Z-SAR-OH Basic information

Product Name:
Z-SAR-OH
Synonyms:
  • Cbz-sarcosine
  • NALPHA-Benzyloxycarbonyl-L-sarcosine
  • N-alpha-Benzyloxycarbonyl-sarcosine, N-alpha-Benzyloxycarbonyl-N-alpha-Methyl-glycine
  • N-Carbobenzyloxy-sarcosine
  • N-Cbz-sarcosine
  • N-Methyl-N-(benzyloxycarbonyl)glycine
  • N-Methyl-N-[(phenylmethoxy)carbonyl]glycine
  • 2-[benzyloxycarbonyl(methyl)amino]acetic acid
CAS:
39608-31-6
MF:
C11H13NO4
MW:
223.23
EINECS:
1533716-785-6
Product Categories:
  • Sarcosine [Sar]
Mol File:
39608-31-6.mol
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Z-SAR-OH Chemical Properties

Melting point:
58-59℃
Boiling point:
385.6±31.0 °C(Predicted)
Density 
1.26
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
4.01±0.10(Predicted)
color 
White to Light yellow
EPA Substance Registry System
Glycine, N-methyl-N-[(phenylmethoxy)carbonyl]- (39608-31-6)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-51
TSCA 
Yes
HS Code 
2924.29.7790
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Z-SAR-OH Usage And Synthesis

Chemical Properties

White powder

Uses

Z-Sar-OH is a Glycine.html" class="link-product" target="_blank">Glycine (HY-Y0966) derivative[1].

Synthesis

107-97-1

501-53-1

39608-31-6

General procedure for the synthesis of 2-(((benzyloxy)carbonyl)(methyl)amino)acetic acid from sarcosine and benzyl chloroformate: sarcosine (3.00 g, 33.67 mmol) was added to an aqueous solution (100 mL) containing NaOH (3.24 g, 80.90 mmol) and stirred homogeneously under ice-water bath conditions. Subsequently, benzyl chloroformate (CbzCl, 6.89 g, 40.39 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 16 h, during which the reaction progress was monitored by TLC. Upon completion of the reaction, the reaction mixture was washed with ethyl acetate (2 × 100 mL) and the aqueous layer was adjusted to pH 2 with 1 M hydrochloric acid before extraction with ethyl acetate (2 × 150 mL). All ethyl acetate extracts were combined, washed with saturated NaCl solution and subsequently dried with anhydrous Na2SO4 (100 mL). The dried solution was filtered and concentrated under reduced pressure to afford the colorless oily product 2-(((benzyloxy)carbonyl)(methyl)amino)acetic acid (Compound 4, 7.11 g, 94% yield).

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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