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BOC-GLY-GLY-GLY-OH

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BOC-GLY-GLY-GLY-OH Basic information

Product Name:
BOC-GLY-GLY-GLY-OH
Synonyms:
  • BOC-L-GLYCYL GLYCYL GLYCINE
  • BOC-GLY-GLY-GLY-OH
  • BOC-(GLY)3-OH
  • N-ALPHA-T-BUTOXYCARBONYL-GLYCYL-GLYCYL-GLYCINE
  • 2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid
  • REF DUPL: Boc-Gly-Gly-Gly-OH
  • N-[N-(N-Carboxyglycyl)glycyl]glycine N-tert-butyl ester
  • N-[N-[N-[(tert-Butoxyl)carbonyl]glycyl]glycyl]glycine
CAS:
28320-73-2
MF:
C11H19N3O6
MW:
289.29
Mol File:
28320-73-2.mol
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BOC-GLY-GLY-GLY-OH Chemical Properties

Melting point:
205 °C
Boiling point:
641.8±50.0 °C(Predicted)
Density 
1.263
storage temp. 
Sealed in dry,2-8°C
form 
Solid
pka
3.33±0.10(Predicted)
color 
White to off-white
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Safety Information

HS Code 
2924297099
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BOC-GLY-GLY-GLY-OH Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

Boc-Gly-Gly-Gly-OH is used in synthesis method for terlipressin.

Synthesis

556-33-2

24424-99-5

28320-73-2

GENERAL METHOD: Glycyl-glycyl-glycine (1 mmol) was slowly added to a solution of ethanol (1 mL) containing guanidine hydrochloride (15 mmol) and di-tert-butyl dicarbonate (2.5-3 mmol) under stirring conditions, and the reaction temperature was maintained at 35-40°C. The reaction mixture was stirred continuously until a clarified solution was formed. Subsequently, the ethanol was removed by evaporation under vacuum. The residue was washed sequentially with distilled water (2 mL) and hexane or petroleum ether (2 mL) to obtain almost pure Boc-glycine-glycine-glycine. The crude product can be recrystallized if further improvement of product purity is required.

References

[1] European Journal of Organic Chemistry, 2017, vol. 2017, # 41, p. 6209 - 6227
[2] Carbohydrate Research, 2006, vol. 341, # 10, p. 1657 - 1668
[3] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1260 - 1264
[4] Organic and Biomolecular Chemistry, 2006, vol. 4, # 19, p. 3626 - 3638
[5] Tetrahedron Letters, 2000, vol. 41, # 18, p. 3433 - 3436

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