| Identification | Back Directory | [Name]
PHT-ALA-OH | [CAS]
4192-28-3 | [Synonyms]
Pht-L-Ala
PHT-ALA-OH
Pht-L-Ala-OH
Phth-L-Ala-OH
PHTHALYL-L-ALANINE
PHTHALOYL-L-ALANINE
N-PHTHALYL-L-ALANINE
N-PHTHALOYL-L-ALANINE
Phthaloyl-L-alanine99%
N,N-Phthaloyl-L-alanine
(S)-N,N-Phthaloylalanine
(2S)-2-(1,3-dioxoisoindol-2-yl)propanoic acid
(S)-2-(1,3-Dioxoisoindolin-2-yl)propanoic acid
(αS)-α-Methyl-1,3-dioxoisoindoline-2-acetic acid
(2S)-2-(1,3-Dioxo-2H-isoindole-2-yl)propionic acid
(S)-2-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)propionylic acid
(S)-α-Methyl-1,3-dihydro-1,3-dioxo-2H-isoindole-2-acetic acid
(S)-2-[(1,3-Dihydro-1,3-dioxo-2H-isoindol)-2-yl]propanoic acid | [Molecular Formula]
C11H9NO4 | [MDL Number]
MFCD00190990 | [MOL File]
4192-28-3.mol | [Molecular Weight]
219.19 |
| Chemical Properties | Back Directory | [Appearance]
White crystals | [Melting point ]
139 - 141°C | [Boiling point ]
407.9±28.0 °C(Predicted) | [density ]
1.467±0.06 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [pka]
3?+-.0.10(Predicted) | [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| |
| Hazard Information | Back Directory | [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 |
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