HCID 10753483, compound → HCID 15511797, compound

Participants

Reaction Conditions

Reaction Steps

17.2 mg (0.03 mmol; 0.3 mol %) of optically active cobalt (II) complex of the formula (VIII) and 2.54 g (10.0 mmol) of 5-(3-chloropropyl)-1-methyl-1,4,5,6,7,8-hexahydropyrrolo[3,2-c]-azepine-4,8-dione were added in a second reactor, then the atmosphere was replaced with a nitrogen gas, and the mixture was dissolved in 100 mL of THF. To this mixture was added the reducing reagent prepared in process (a) dropwise at −8° C. of reaction bath temperature and the reaction mixture was stirred for 3 hours at −8° C. The reaction mixture was washed with a mixed solution of 40 mL of saturated saline solution and 8 mL of water, and further washed with 40 mL of saturated saline solution, and dried over magnesium sulfate. The solvent was removed under reduced pressure to give 6.16 g (optical purity: 83.5% e.e.) of (S)-5-(3-chloropropyl)-8-hydroxy-1-methyl-1,4,5,6,7,8-hexahydropyrrolo[3,2-c]azepin-4-one as pale brown crystalline.

Provenance & Evidence