Related Products of 6279-86-3,Some common heterocyclic compound, 6279-86-3, name is Triethyl methanetricarboxylate, molecular formula is C10H16O6, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a well-stirred solution of (1R)- l-(4-chlorophenyl)ethanol (1.00 g, 6.38 mmol) and triethylmethanetricarboxylate (2.69 mL, 12.8 mmol) in dry toluene (12.8 mL) under dry nitrogen is added a 1M solution of trimethylphosphine in THF (12.8 mL, 12.8 mmol) via syringe. The mixture is cooled at -78 C and DIAD (2.51 mL, 12.8 mmol) is added slowly over a period of 15 min. The reaction is stirred at -78 C for lh, the bath is removed and stirring is continued as the bath warmed to rt for an additional 4 h. The reaction mixture is concentrated, dissolved in diethyl ether (100 mL) and washed with IN NaOH (2 x 50 mL) and IN HC1 (1 x 50 mL). The organics are dried with anhydrous sodium sulfate, concentrated and the residue is subjected to silica gel chromatography (230-400 mesh, 150 g, elution with 5 and 10% ethyl acetate/hexane) to give 1.90 g of triethyl (25)-2-(4- chlorophenyl)propane-l ,l , l-tricarboxylate as an oil. NMR (400 MHz, CDC13) delta ppm 1.20 (9 H, t), 1.47 (3 H, d), 3.82 (1 H, q), 4.17 (6 H, m), 7.24 (2 H, d), 7.36 (2 H, d); MS (ESI+) for Ci 8H23C106 m/z 371.1 (M+H)+; HPLC retention time: 5.20 min. (Method D).
The synthetic route of 6279-86-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BIORELIX, INC.; COISH, Philip, D., G.; DIXON, Brian, R.; OSTERMAN, David; ARISTOFF, Paul, Adrian; NAVIA, Manuel; SCIAVOLINO, Frank; AVOLA, Stephanie; BABOULAS, Nick; BELLIOTTI, Thomas, R.; BELLO, Angelica; BERMAN, Judd; CHRUSCIEL, Robert, A.; EVANS, Bruce, R.; KAUR, Harpreet; MOON, David; PHAM, Vinh; ROUGHTON, Andrew; WICKENS, Phil; WILSON, Jeffrey; WO2011/126567; (2011); A1;,
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