BOC-BETA-ALA-OSU Chemical Properties

Melting point:

100-101 °C

Density 

1.28±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

pka

11.98±0.46(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

32703-87-0

BOC-BETA-ALA-OSU Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

Boc-beta-Ala-OSu

Synthesis

In a dry reaction flask equipped with a magnetic stirrer, Boc-β-alanine (0.50 g, 2.64 mmol) and N-hydroxybutanediimide (0.31 g, 2.72 mmol, 1.03 equiv) were dissolved in 3 mL of anhydrous dioxane. Subsequently, 1.25 equivalents of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC-HCl, 0.63 g, 3.3 mmol) was added. The reaction solution became turbid and 2 mL of anhydrous dioxane was added additionally. The reaction mixture was stirred under nitrogen protection for 30 min, followed by continued stirring at room temperature overnight. Upon completion of the reaction, the solvent was evaporated under reduced pressure. The residue was dissolved with chloroform and washed three times (3×) with water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting product was recrystallized in ethanol and dried in a desiccator to afford 2,5-dioxopyrrolidin-1-yl 3-((tert-butoxycarbonyl)amino)propionate (0.47 g, 62% yield). The 1H NMR spectral data of the product were in agreement with those reported in the literature.

References

[1] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 6, p. 557 - 561
[2] Patent: WO2017/53486, 2017, A1. Location in patent: Page/Page column 11
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 529 - 537
[4] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 24, p. 3603 - 3608
[5] Chemical Communications, 2010, vol. 46, # 20, p. 3553 - 3555

BOC-BETA-ALA-OSU(32703-87-0)Related Product Information

• 3-(BOC-AMINO)-1-PROPANOL
• Boc-beta-alanine
• BOC-ASP(OSU)-OBZL
• BOC-BETA-ALA-OSU
• (3-OXO-PROPYL)-CARBAMIC ACID TERT-BUTYL ESTER