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Z-VAL-OSU

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Z-VAL-OSU Basic information

Product Name:
Z-VAL-OSU
Synonyms:
  • Z-VALINE-OSU
  • Z-VAL-OSU
  • Z-L-VALINE HYDROXYSUCCINIMIDE ESTER
  • Z-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
  • 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoate
  • phenyl N-[(3S)-1-(2,5-dioxopyrrolidin-1-yl)-4-methyl-2-oxopentan-3-yl]carbamate
  • (2,5-dioxopyrrolidin-1-yl) (2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate
  • N-CARBOBENZOXY-L-VALINE-N-HYDROXYSUCCINIMIDE ESTER
CAS:
3496-11-5
MF:
C17H20N2O6
MW:
348.35
EINECS:
222-493-3
Product Categories:
  • Z-Amino Acids and Derivatives
  • Z-Amino acid series
  • Amino Acid Derivatives
Mol File:
3496-11-5.mol
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Z-VAL-OSU Chemical Properties

Melting point:
114-118℃
Density 
1.30±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in 1mmol in 2mL DCM.
pka
10.51±0.46(Predicted)
form 
Powder
color 
White to off-white
optical activity
-21.534°(C=0.01 g/ml Dioxane)
CAS DataBase Reference
3496-11-5
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Safety Information

HS Code 
2933.79.8500
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Z-VAL-OSU Usage And Synthesis

Chemical Properties

White to off- white powder

Uses

N-Benzyloxycarbonyl-L-valine N-succinimidyl ester, is an amino acid which is widely used in pharmaceutical and food industry.

Synthesis

6066-82-6

1149-26-4

3496-11-5

Step 1. To a stirred solution of N-hydroxybutanediimide (1 g, 4 mmol) and CBZ-L-valine (459 mg, 4 mmol) in tetrahydrofuran (THF, 20 mL) was added N,N'-dicyclohexylcarbodiimide (DCC, 908 mg, 4.4 mmol) at 0° C. The reaction was carried out at room temperature. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated to afford (S)-2,5-dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (yield: 90%).

References

[1] Chemical Communications, 2015, vol. 51, # 67, p. 13213 - 13216
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 28, p. 7736 - 7749
[3] Patent: WO2015/95227, 2015, A2. Location in patent: Page/Page column 133
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 989 - 1000
[5] Journal of the American Chemical Society, 2003, vol. 125, # 22, p. 6677 - 6686

Z-VAL-OSUSupplier

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