19752-84-2, Tetrahydro-2H-pyran-3-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: Protocol A. To a suspension of the corresponding carboxylic acid 7-9 (0.25 mmol) in DMF (1 mL) were added DIEA (0.75 mmol, 3.0 eq), TBTU (0.325 mmol, 1.3 eq), HOBt (0.075 mmol, 0.3 eq) and the reaction mixture was stirred at rt for 5 min, followed by addition of the corresponding alcohol (1.1-5.0 eq). The reaction mixture was stirred at rt for 1-16h, then diluted with EtOAc (100 mL), washed with aqueous saturated sodium carbonate solution (50 mL), 0.1M HCl (50 mL), water (50 mL) and brine (50 mL). The organic phase was then dried over MgSO4 and concentrated under reduced pressure to afford the desired ester. Protocol B. To a solution of the corresponding carboxylic acid 7-9 (1.0 eq) in DCM were successively added DCC (1.0 eq), HOBt (1.0 eq) and DIEA (3.0 eq). The solution was stirred at rt for 30 minutes before the addition of the corresponding alcohol (1.1-5.0 eq). The reaction mixture was stirred at rt for 1-16h and then the solvent was removed in vacuo. The residue was partitioned between DCM and water and extracted with DCM. The organic layer was separated, washed consecutively with 2M sodium carbonate (or 1N NaOH), 1N HCl, brine, dried over MgSO4, and evaporated. Protocol C. To a solution of the corresponding carboxylic acid 7-9 (0.25 mmol) in THF or DCM (1 mL) cooled to 0 C was added 1-chloro-N,N,2-trimethyl-1-propenylamine, (0.5 mmol, 2.0 eq). The reaction mixture was stirred for 1-3h while warming up to rt, followed by addition of the corresponding alcohol (1.2 eq). The reaction mixture was stirred at rt for 1-16h and then the solvent was evaporated under reduced pressure. The residue was diluted with EtOAc and washed with saturated NaHCO3. The organic layer was dried over MgSO4 and the solvent was removed under reduced pressure.
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Article; Boland, Sandro; Defert, Olivier; Alen, Jo; Bourin, Arnaud; Castermans, Karolien; Kindt, Nele; Boumans, Nicki; Panitti, Laura; Van De Velde, Sarah; Stalmans, Ingeborg; Leysen, Dirk; Bioorganic and Medicinal Chemistry Letters; vol. 23; 23; (2013); p. 6442 – 6446;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics