HCID 77231187, compound → HCID 86651574, compound

Participants

Reaction Conditions

Reaction Steps

To (2S,3R)-ethyl 4-benzyl-2-methyl-5-oxomorpholine-3-carboxylate (683 mg, 2.463 mmol) in THF (6 ml), BH3SMe2 (0.350 ml, 3.69 mmol) at 0° C. The reaction was stirred at 20° C. for 16 h. The reaction solution was quenched with water at 0° C. The layers were separated and the aqueous layer extracted with ethyl acetate. The combined organic layer washed with saturated NaCl. The organic was collected, dried with Na2SO4, filtered and concentrated in-vacuo to give a crude oil. The oil was purified by silica gel column chromatography (eluting with 10-20% gradient of EtOAc in hexanes using a Moritex SI-60 size 20 column). The resultant fractions were collected and concentrated in-vacuo to afford (2S,3R)-ethyl 4-benzyl-2-methylmorpholine-3-carboxylate (683 mg, 2.59 mmol, 105% yield (contained residual solvent)) as a colorless oil. MS [M+H] found 264.

Provenance & Evidence