PHT-ALA-OH Chemical Properties

Melting point:

139 - 141°C

Boiling point:

407.9±28.0 °C(Predicted)

Density 

1.467±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

pka

3?+-.0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1/C11H9NO4/c1-6(11(15)16)12-9(13)7-4-2-3-5-8(7)10(12)14/h2-6H,1H3,(H,15,16)/t6-/s3

InChIKey

OZWUITKBAWTEAQ-ISZMHOAENA-N

SMILES

N1([C@@H](C)C(=O)O)C(=O)C2C=CC=CC=2C1=O |&1:1,r|

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

PHT-ALA-OH Usage And Synthesis

Chemical Properties

White crystals

Synthesis

The general procedure for the synthesis of phthaloyl-L-alanine from L-alanine and N-ethoxycarbonylphthalimide was as follows: to a stirred aqueous solution (100 mL) of L-alanine (8.9 g, 100.00 mmol) and Na2CO3 (10.6 g, 100.00 mmol) was added slowly N-ethoxycarbonylphthalimide. After the reaction for 1.5 h, the reaction mixture was slowly acidified to pH = 1-2 with aqueous 1N HCl. The precipitate was collected by filtration to afford a white solid phthaloyl-L-alanine 17.37 g in 79.3% yield. The melting point of the product was 145.8-146.6 °C. 1H NMR (CDCl3, 400 MHz) δ: 1.71 (s, 3H, CH3), 5.02 (q, J = 7.4 Hz, 1H, CH), 7.69-7.75 (m, 2H, Ar-H), 7.82-7.88 (m, 2H, Ar-H). mS (ESI): m/z 218.2 [M+H]+.

References

[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 51, p. 13588 - 13592
[2] Angew. Chem., 2013, vol. 125, # 51, p. 13833 - 13837,5
[3] Chemical Communications, 2017, vol. 53, # 47, p. 6351 - 6354
[4] Synthetic Communications, 1983, vol. 13, # 4, p. 311 - 318
[5] Synthetic Communications, 1983, vol. 13, # 5, p. 393 - 402

PHT-ALA-OH(4192-28-3)Related Product Information

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• N-PHTHALOYL-L-GLUTAMIC ACID
• PHT-ALA-OH
• PHTHALIMIDOMALONIC ACID DIETHYL ESTER
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• 2-METHYL-2-PHTHALIMIDO PROPANOIC ACID
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• PHT-MET-OTBU
• PHT-ILE-OH
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• N-ALPHA-PHTHALYL-L-ASPARAGINE
• D-Alanine Methyl Ester Hydrochloride
• H-GAMMA-GLU-ALA-OH
• H-ALA-GLU-OH
• (S)-2-(5-fluoro-2,4-dinitrophenylaMino)propanaMide
• H-D-ALA-GLN-OH
• CYCLO(-ALA-GLN)