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Chemical Structure| 30588-71-7 Chemical Structure| 30588-71-7

Structure of 30588-71-7

Chemical Structure| 30588-71-7

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Product Details of [ 30588-71-7 ]

CAS No. :30588-71-7
Formula : C13H25NO5
M.W : 275.34
SMILES Code : C[C@@H](O)[C@@H](C(OC(C)(C)C)=O)NC(OC(C)(C)C)=O

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Application In Synthesis of [ 30588-71-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 30588-71-7 ]

[ 30588-71-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42017-89-0 ]
  • [ 30588-71-7 ]
  • [ 852056-05-4 ]
YieldReaction ConditionsOperation in experiment
82% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 96h; To a mixture of <strong>[42017-89-0]fenofibric acid</strong> (25.5 g, 79.9 mmol), N-carbobenzyloxy-L-threonine t- butyl ester (Boc-Thr-OtBu, 20.0 g, 72.6 mmol, prepared by the literature method), EDC (16.7 g, 87.1 mmol), and DMAP (1.06 g, 8.71 mmol) cooled in an ice-water bath was added anhydrous dichloromethane (200 mL), dropwise. After the addition was complete, the ice bath was removed and the reaction mixture was stirred under an argon atmosphere at room temperature for 20 hours. After 20 hours, additional EDC (1.39 g, 7.26 mmol) was added and the experiment was allowed to stir over the weekend at room temperature under an argon atmosphere. After 4 days, additional dichloromethane (300 mL) was added and the solution was washed with water (300 mL) and brine (300 mL). After drying over sodium sulfate and filtration, the solution was concentrated under reduced pressure. The remaining yellow oil (53.5 g) was purified by column chromatography on silica gel (500 g, 0.035-0. 070 mm, 6 nm pore diameter), eluting with heptane/ethyl acetate (3: 1). After concentration of the product-containing fractions under reduced pressure and drying under high vacuum until the weight was constant, the experiment produced the protected L-threonine-<strong>[42017-89-0]fenofibric acid</strong> ester SPIB0020201 (34.1 g, 82% yield) as a white foam. IH NMR (300 MHz, CDC13) : 8 = 7.74 (2H, d, J= 8. 4 Hz), 7.72 (2H, d, J= 8. 4 Hz), 7.45 (2H, d, J= 8. 4 Hz), 6.87 (2H, d, J= 8. 4 Hz), 5.47 (1H, m), 4.98 (1H, d, J= 9.9 Hz), 4,31 (1H, d, J= 9.9 Hz), 1.65 (3H, s), 1.64 (3H, s), 1.45 (9H, s), 1.42 (9H, s), 1.22 (3H, d, J= 6.3 Hz). "C NMR (75 MHz, CDC13) : 8 = 193. 94,172. 14,168. 70,159. 26,155. 62,138. 28, 136.18, 131.90, 131.08, 130.37, 128.43, 117.40, 82. 70,80. 17,79. 38,72. 02,57. 46, 28. 30, 27.99, 26.44, 24.79, 16.90.
 

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