4-Methylmorpholine → HCID 13685970, compound

Participants

Reaction Steps

4.98 g (20 mmol) N-carbobenzoxy-L-proline, 2.73 g (20 mmol) isobutyl chloroformate, 2.03 g (20 mmol) N-methylmorpholine, and 1.78 g (20 mmol) 1-(-)-2-amino-1-butanol were contacted and reacted in THF substantially according to the mixed anhydride procedure described in Example 1. The resulting crude product, 5.58 g, was recrystallized from a mixture of 40 mL ethyl acetate and 60 mL n-hexane, providing 3.87 g (12.1 mmol, 60.4%) of colorless crystalline N-carbobenzoxy-L-prolyl-D-homoalaninol; m.p. 99.5°-101.5°, α25D-28.5° (C=1.00 g/100 mL of acetone).

Provenance & Evidence