DL-beta-(3-Bromophenyl)alanine Chemical Properties

Melting point:

227 °C (dec.) (lit.)

Boiling point:

367.3±32.0 °C(Predicted)

Density 

1.585±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

3.60±0.10(Predicted)

color 

White to Almost white

CAS DataBase Reference

117391-50-1(CAS DataBase Reference)

Safety Information

WGK Germany 

3

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

DL-beta-(3-Bromophenyl)alanine Usage And Synthesis

Uses

peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of 3-amino-3-(3-bromophenyl)propionic acid from m-bromobenzaldehyde and malonic acid: a mixture of 200 g (1.08 mol) of 3-bromobenzaldehyde, 112 g (1.08 mol) of malonic acid, and 166.5 g (2.16 mol) of ammonium acetate was suspended in 1.125 liters of anhydrous ethanol. The mixture was heated to reflux temperature under mechanical stirring until the solution became clear. The reflux reaction was maintained for 16 hours, during which time a precipitate was generated. Upon completion of the reaction, the mixture was cooled to 0 °C and the solid product was collected by filtration and washed with cold ethanol to yield 184 g (70% yield) of 3-amino-3-(3-bromophenyl)propionic acid as a white solid. The product was used directly in subsequent steps without further purification or analytical characterization.

References

[1] Advanced Synthesis and Catalysis, 2017, vol. 359, # 9, p. 1570 - 1576
[2] Patent: US2008/194535, 2008, A1. Location in patent: Page/Page column 25
[3] Journal of Organic Chemistry, 2009, vol. 74, # 23, p. 9152 - 9157
[4] Bulletin de la Societe Chimique de France, 1987, # 6, p. 1079 - 1083
[5] Chemistry - A European Journal, 2014, vol. 20, # 37, p. 11768 - 11775

DL-beta-(3-Bromophenyl)alanine(117391-50-1)Related Product Information

• DL-beta-(3-Bromophenyl)alanine
• BOC-(R)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• 2-AMINO-3-(2-BROMO-PHENYL)-PROPIONIC ACID
• D-2-Bromophenylalanine
• (R)-3-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID
• (R)-3-AMINO-3-(2-BROMO-PHENYL)-PROPIONIC ACID
• FMOC-(R)-3-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID
• (S)-3-AMINO-3-(4-CHLORO-PHENYL)-PROPIONIC ACID
• BOC-(S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• (R)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• FMOC-(S)-3-AMINO-3-(2-BROMO-PHENYL)-PROPIONIC ACID
• FMOC-(S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• BOC-(R)-3-AMINO-3-(2-BROMO-PHENYL)-PROPIONIC ACID
• (S)-3-AMINO-3-(2-BROMO-PHENYL)-PROPIONIC ACID
• FMOC-(R)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• Boc-4-Bromo-D-beta-phenylalanine
• FMOC-(S)-3-AMINO-3-(4-BROMO-PHENYL)-PROPIONIC ACID
• Boc-4-Bromo-L-beta-phenylalanine