Reference of 159991-07-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 159991-07-8, name is (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate. A new synthetic method of this compound is introduced below.
Example 210; 3,3-bis(4-fluorophenyl)-l-(2-oxo-2-{(4aS,7aS)-l-[3-(trifluoromethyl)benzyl]octahydro-6H-pyrrolo [3,4-6] pyridin-6-yl}ethyl)pyrrolidin-2-one; Example 210A; 3,3-bis(4-fluorophenyl)-l-(2-oxo-2-((4aS,7aS)-tetrahydro-lH-pyrrolo[3,4-6]pyridin- 6(2H,7H,7aH)-yl)ethyl)pyrrolidin-2-one; To a solution of 2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-l-yl)acetic acid (Example 58D) (0.331 g, 1 mmol) and (4aS,7aS)-tert-butyl octahydro-lH-pyrrolo[3,4-6]pyridine-l- carboxylate (Example 50 B) (0.226 g, 1 mmol) in methylene chloride (20 mL) was added O- (7-azabenzotriazol-l-yl)-Lambda/,Lambda/,Lambda/’,Lambda/’-tetramethyluronium hexafluorophosphate (0.38g, 1 mmol) and diisopropylethylamine (0.45 mL). The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with methylene chloride, and then washed with 1 iVEtaCl, water, 1 iVNaOEta, and water. The organic layer was dried over magnesium sulfate and concentrated in vacuo. The obtained residue was purified by silica gel chromatography eluting with ethyl acetate to yield the t-butoxycarbonyl-protected title compound. That material was dissolved in dichloromethane (10 mL) and treated with trifluoroacetic acid (2 mL) for 1 hour at room temperature. The reaction mixture was concentrated and partitioned between saturated aqueous NaHCO3 solution and dichloromethane. The organic layer was separated, dried over MgSO4 and concentrated to give the title compound. 1H NMR (300 MHz, CDCl3) delta ppm 7.35 (m, 4 H), 7.00 (m, 4 H), 4.25 (dd, 1 H), 3.96 (t, J=16.78 Hz, 1 H), 3.47 (m, 7 H), 3.00 (m, 1 H), 2.78 (m, 2 H), 2.63 (m, 1 H), 2.27 (m, 1 H), 1.72 (m, 2 H) 1.45 (m, 2H); MS (ESI+) m/z 440 (M+H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,159991-07-8, (4aS,7aS)-tert-Butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate, and friends who are interested can also refer to it.
Reference:
Patent; ABBOTT LABORATORIES; BHATIA, Pramila, A.; DOHERTY, George, A.; DRIZIN, Irene; MACK, Helmut; PERNER, Richard, J.; STEWART, Andrew, O.; ZHANG, Qing Wei; WO2010/39947; (2010); A1;,
Pyridine – Wikipedia,
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