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| | L-Glutamic benzyl ester Basic information |
| Product Name: | L-Glutamic benzyl ester | | Synonyms: | 1,5-Pentanedioic Acid Monobenzyl Ester;Pentanedioic acid, 1-(phenylmethyl) ester;1-(Phenylmethyl) Ester Pentanedioic Acid;1,5-Pentanedioic Acid Monobenzyl Ester, 97%min;L-Glutamic benzyl ester | | CAS: | 54322-10-0 | | MF: | C12H14O4 | | MW: | 222.24 | | EINECS: | | | Product Categories: | | | Mol File: | 54322-10-0.mol |  |
| | L-Glutamic benzyl ester Chemical Properties |
| Boiling point | 153-155 °C(Press: 0.05 Torr) | | density | 1.1645 g/cm3 | | storage temp. | Sealed in dry,Room Temperature | | pka | 4.61±0.10(Predicted) | | Appearance | Colorless to light yellow Solid-liquid mixture | | InChI | InChI=1S/C12H14O4/c13-11(14)7-4-8-12(15)16-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,13,14) | | InChIKey | WRSDJJXJDSEUSQ-UHFFFAOYSA-N | | SMILES | C(OCC1=CC=CC=C1)(=O)CCCC(O)=O |
| | L-Glutamic benzyl ester Usage And Synthesis |
| Uses | 1-(Phenylmethyl) Ester Pentanedioic Acid is a useful reagent for organic synthesis. | | Synthesis | GENERAL METHOD: To a solution of glutaric anhydride (1.0 g, 10 mmol) in DMF (4 mL) was slowly added benzyl alcohol (0.94 mL, 9.09 mmol) and N,N-diisopropylethylamine (DIEA, 1.93 mL, 11 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the solvent was removed using a rotary evaporator (Speed-vac). The residue was dissolved in ethyl acetate (50 mL) and washed sequentially with saturated sodium chloride solution (10 mL x 2). The organic phase was separated and extracted with aqueous sodium bicarbonate solution (5M, 5mL x 3). The aqueous phase extracts were combined and the pH was adjusted to 4 with aqueous citric acid (5M) and extracted with ethyl acetate (30mL × 3). All ethyl acetate extracts were combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 1,5-glutaric acid monobenzoate as a white solid (1.66 g, 89% yield). | | References | [1] Chemical Biology and Drug Design, 2018, vol. 92, # 2, p. 1403 - 1408
[2] Synthetic Communications, 2001, vol. 31, # 9, p. 1399 - 1419
[3] Journal of the American Chemical Society, 1996, vol. 118, # 29, p. 6826 - 6840
[4] Chemical Communications, 2011, vol. 47, # 17, p. 4896 - 4898
[5] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 23, p. 7507 - 7514 |
| | L-Glutamic benzyl ester Preparation Products And Raw materials |
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