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- Diethyl L-malate
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-
2026-09-02
- CAS:691-84-9
- Min. Order: 20kg
- Purity: 99%
- Supply Ability: 20 tons
- Diethyl L-malate
-
- $120.00
-
2026-02-02
- CAS:691-84-9
- Min. Order: 1g
- Purity: 98%min
- Supply Ability: 200tons
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| | Diethyl L-malate Basic information |
| | Diethyl L-malate Chemical Properties |
| alpha | -10.18° | | Boiling point | 253℃ | | density | 1.13 | | refractive index | 1.4330 to 1.4370 | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 12.35±0.20(Predicted) | | form | Oil | | color | Colourless | | Specific Gravity | 1.1280 (20/4℃) | | Dielectric constant | 9.5(20℃) | | CAS DataBase Reference | 691-84-9(CAS DataBase Reference) |
| | Diethyl L-malate Usage And Synthesis |
| Uses | Diethyl L-(-)-Malate is a reagent in the stereoselective synthesis of crucigasterin A and antitumor activity of crucigasterin A, B, and D. | | Definition | ChEBI: Diethyl L-malate is a 3-hydroxy carboxylic acid. | | Synthesis | Step 1 (Synthesis of compound 34-2)
(0217) L-malic acid (80 g, 600 mmol) was dissolved in anhydrous ethanol (500 mL) and thionyl chloride (100 mL, 1.5 mol) was added slowly and dropwise at 0 °C. The reaction mixture was stirred at 0 °C for 20 min, then warmed to room temperature and continued to stir overnight. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure and the residue was extracted with ethyl acetate (1000 mL x 3). The organic phases were combined and washed sequentially with water (500 mL×2) and saturated sodium chloride solution (500 mL×2), and the organic layer was dried with anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography (eluent system: petroleum ether/ethyl acetate = 20:1) to afford diethyl (S)-2-hydroxysuccinate (113 g, 99% yield).
(0218) 1H NMR (400 MHz, CDCl3) δ: 4.47 (q, J = 4.8 Hz, 1H), 4.26 (dq, J = 2.4, 7.2 Hz, 2H), 4.16 (q, J = 7.2 Hz, 2H), 3.28 (d, J = 4.8 Hz, 1H), 2.72-2.89 (m, 2H), 1.20- 1.34 (m, 6H). | | References | [1] Patent: US2017/197986, 2017, A1. Location in patent: Paragraph 0216; 0217; 0218
[2] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 9, p. 969 - 974
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2015, vol. 53, # 22, p. 2586 - 2597
[4] European Journal of Organic Chemistry, 2012, # 5, p. 995 - 1002
[5] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 18, p. 5192 - 5194 |
| | Diethyl L-malate Preparation Products And Raw materials |
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