BOC-L-2-Fluorophe Chemical Properties

Melting point:

92-96 °C

alpha 

10 º (c=1,EtOAc)

Boiling point:

427.3±40.0 °C(Predicted)

Density 

1.1918 (estimate)

storage temp. 

Sealed in dry,2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Powder

pka

3.87±0.11(Predicted)

Appearance

White to off-white Solid

optical activity

[α]20/D +9±1°, c = 1% in ethyl acetate

BRN 

5347990

CAS DataBase Reference

114873-00-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

BOC-L-2-Fluorophe Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

General steps: 1. 2-Fluoro-L-phenylalanine (1.00 g) was dissolved in a mixture of dioxane (10 ml) and water (5 ml) under cooling conditions in an ice bath. 2. 1N aqueous sodium hydroxide solution (5.46 ml) and di-tert-butyl dicarbonate (1.38 ml) were slowly added to the above solution, keeping the reaction system in an ice bath. 3. The ice bath was removed and the reaction mixture was stirred at room temperature for 1 hour. 4. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove the organic solvent. 5. The pH of the concentrate was adjusted to 2.5 with dilute hydrochloric acid. 6. 6. The aqueous phase was extracted with ethyl acetate (100 ml x 3) and the organic phases were combined. 7. Wash the organic phase with water and saturated saline in turn. 8. 8. Dry the organic phase with anhydrous sodium sulfate and filter to remove the desiccant. 9. The filtrate was concentrated under pressure to obtain the crude product. 10. The crude product was recrystallized with ethyl acetate-petroleum ether mixed solvent to obtain N-Boc-2-fluoro-L-phenylalanine (1.32 g, 85% yield) as colorless crystals.

References

[1] Patent: US5556853, 1996, A
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2090 - 2099

BOC-L-2-Fluorophe (114873-00-6)Related Product Information

• tert-Butyl acetate
• Phenprobamate
• DL-Phenylalanine
• EC 2.6.1.2
• N-Carbobenzyloxyglycine
• N-(tert-Butoxycarbonyl)-L-alanine
• D-Alanine
• D-Phenylalanine
• N-(tert-Butoxycarbonyl)-L-phenylalanine
• N-Boc-N'-nitro-L-arginine
• tert-Butanol
• tert-Butyl peroxyacetate
• Boc-Aib-OH
• Fmoc-Phe-OH
• Fmoc-Lys(Boc)-OH
• L-Phenylalanine
• BOC-L-PENTAFLUOROPHENYLALANINE
• (S)-N-Boc-(4-Pyridyl)alanine