3,3-Diphenyl-L-alanine Chemical Properties

Melting point:

234-240 °C

Boiling point:

389.2±30.0 °C(Predicted)

Density 

1.198±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

2.11±0.10(Predicted)

color 

White

InChI

InChI=1/C15H15NO2/c16-14(15(17)18)13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H,16H2,(H,17,18)/t14-/s3

InChIKey

PECGVEGMRUZOML-AWEZNQCLSA-N

SMILES

C([C@H](N)C(=O)O)(C1=CC=CC=C1)C1=CC=CC=C1 |&1:1,r|

CAS DataBase Reference

149597-92-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

2

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

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

Chemical Properties

White powder

Uses

3,3-Diphenyl-L-alanine is used as organic chemical synthesis intermediate.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Step 2: 1,1-dimethylethyl-(2R)-(2,6-dichlorophenyl)-(4S)-(diphenylmethyl)-5-oxo-3-((1'R)-phenylethyl)tetrahydro-1H-1-imidazolecarboxylate (188 mg, 0.31 mmol) was dissolved in a solvent mixture of 7.5 mL of tetrahydrofuran and 1 mL of 1 M hydrochloric acid, and the atmosphere of the reaction vessel was replaced with nitrogen. . To the mixture was added 90 mg of 20% palladium-carbon hydroxide catalyst; the atmosphere was again replaced with nitrogen and then hydrogen. After 100 hours of reaction at room temperature and 2.2 MPa hydrogen pressure, the catalyst was separated by filtration. The resulting product was washed once with 5 mL of tetrahydrofuran and 3 mL of distilled water, respectively, and the solvent was removed under reduced pressure. To the mixture was added 7.5 mL of 6M hydrochloric acid; the mixture was heated and refluxed at an external temperature of 120-130°C for 2.5 hours. Thereafter, the reaction mixture was cooled to an external temperature of 0°C. After adjusting the pH to 6 to 7 by adding 30% aqueous sodium hydroxide solution thereto, the solvent was removed under reduced pressure. The amount of (S)-2-amino-3,3-diphenylpropionic acid contained in the residue was determined under the following analytical conditions. As a result, the yield was 76% and the ee value was 95.7%.

References

[1] Patent: EP2050738, 2009, A1. Location in patent: Page/Page column 39-40

3,3-Diphenyl-L-alanine(149597-92-2)Related Product Information

• DL-beta-Homophenylalanine
• D-Alanine
• 6-Aminocaproic acid
• Biphenyl
• Glycine
• Chlorodiphenylphosphine
• L-Alanine
• EC 2.6.1.2
• Phenprobamate
• ALTRENOGEST
• L-CYSTEIC ACID
• L-3,4-DIFLUOROPHENYLALANINE
• L-3,5-DIFLUOROPHE
• Tris(hydroxymethyl)aminomethane
• Fmoc-3,3-diphenyl-L-alanine
• Phenylacetic acid
• Boc-3,3-Diphenyl-L-alanine
• 3,3-DIPHENYL-D-ALANINE