Boc-3,3-Diphenyl-L-alanine Chemical Properties

Melting point:

160 °C (dec.)(lit.)

alpha 

29 º (c=1 in chloroform)

Boiling point:

502.7±50.0 °C(Predicted)

Density 

1.167±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

pka

3.68±0.10(Predicted)

form 

solid

color 

White

BRN 

4880641

CAS DataBase Reference

138662-63-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

Boc-3,3-Diphenyl-L-alanine Usage And Synthesis

Uses

Boc-L-3,3-diphenylalanine, is an alanine derivative used in chemical synthesis and peptide chemistry.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Example 5 Synthesis of L-2-tert-butoxycarbonylamino-3,3-diphenylpropionic acid: L-2-amino-3,3-diphenylpropionic acid (0.10 g, 0.28 mmol, 92.9% ee) was dissolved in water, and the pH was adjusted to 8-9 with sodium bicarbonate. ethyl acetate (1.0 mL) and di-tert-butyl dicarbonate (0.1 g, 0.45 mmol) were added and the reaction mixture was stirred at 37°C for 16 hours. Upon completion of the reaction, it was cooled to room temperature, the pH was adjusted to 2 with 6N hydrochloric acid, and partition extraction was performed to transfer N-tert-butoxycarbonyl-3-phenyl-L-phenylalanine to the organic layer. The organic layer was concentrated and heptane was added to the residue and stirred overnight to promote crystallization. The crystals were collected by filtration and dried to give N-Boc-3-phenyl-L-phenylalanine (97% ee, chiral column SUMICHIRAL OA-4100, mobile phase: hexane: methanol: 2-propanol: trifluoroacetic acid = 98:1:1:0.1, detection wavelength 220 nm, flow rate 1.0 mL/min, room temperature).

References

[1] Patent: EP1724253, 2006, A2. Location in patent: Page/Page column 22

Boc-3,3-Diphenyl-L-alanine(138662-63-2)Related Product Information

• FMoc-(2S,3R)-2-aMino-3-hydroxy-4,4-diMethylpentanoic acid
• (2R,3S)-2-aMino-3-hydroxy-4,4-diMethylpentanoic acid
• L-Phenylalanine
• 3,3-Diphenylpropionic acid
• N-Boc-beta-phenyl-L-phenylalaninol
• 3,3-Diphenyl-L-alanine
• Boc-3,3-Diphenyl-L-alanine
• 3,3-Diphenylpropanol
• N-(TERT-BUTOXYCARBONYL)-BETA-PHENYL-D-PHENYLALANINE
• (R)-1,1-DIPHENYL-2-AMINOPROPANE
• (S)-DIPHENYLALANINOL
• (S)-2-AMINO-3-PHENYL-BUTYRIC ACID
• 2-AMINO-3-PHENYL-BUTYRIC ACID
• 2-AMINO-3,3-DIPHENYL-PROPIONIC ACID
• (2S,3R)-N-BOC-2-AMINO-3-PHENYLBUTYRIC ACID, 95%, (98% E.E.)
• 2-BOC-AMINO-3,3-DIPHENYL PROPIONIC ACID
• N-BOC-ERYTHRO-DL-BETA-METHYLPHENYLALANINE,99%
• BOC-(S)-ALPHA-BENZHYDRYL-PROLINE