BOC-D-ABU-OH Chemical Properties

Boiling point:

334.5±25.0 °C(Predicted)

Density 

1.101

storage temp. 

Sealed in dry,2-8°C

solubility 

Soluble in DMF (1mmol in 1ml DMF).

form 

Liquid

pka

4.00±0.10(Predicted)

color 

Yellow

Safety Information

HazardClass 

IRRITANT

HS Code 

2924190090

BOC-D-ABU-OH Usage And Synthesis

Chemical Properties

White powder

Uses

(R)-2-(Boc-amino)butyric acid is used in coupling reaction. Also used in preparation of dyes.

Synthesis

[Step 1] Synthesis of (R)-2-((tert-butoxycarbonyl)amino)butanoic acid Di-tert-butyl dicarbonate (4.7 g, 21 mmol) was slowly added to a mixed solution of (R)-2-aminobutyric acid (2.0 g, 19 mmol) and sodium bicarbonate (1.6 g, 19 mmol) in a mixture of 1,4-dioxane and water (3:10 v/v/v, total 26 mL) under ice bath cooling. The reaction mixture was stirred at room temperature for 120 hours and then concentrated under reduced pressure. The resulting crude product was dissolved in chloroform, to which 1N hydrochloric acid was subsequently added and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2.0 g (quantitative yield) of the title compound (hereinafter referred to as Reference Example Compound 27).

References

[1] Patent: EP2832724, 2015, A1. Location in patent: Paragraph 0169
[2] European Journal of Organic Chemistry, 2002, # 23, p. 3995 - 4004
[3] Journal of the American Chemical Society, 1997, vol. 119, # 4, p. 656 - 673
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 22, p. 3237 - 3242
[5] Tetrahedron, 2006, vol. 62, # 42, p. 9966 - 9972

BOC-D-ABU-OH(45121-22-0)Related Product Information

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