4-Methylmorpholine → HCID 86640493, compound

Participants

Reaction Conditions

Reaction Steps

Add ethyl chloroformate (2.52 g, 23.25 mmol) dropwise to a solution of 3-tert-butoxycarbonylamino-propionic acid (4 g, 21.14 mmol) and 4-methyl morpholine (2.35 g, 23.25 mmol) in THF (60 mL) at −20° C. After 40 min, warm the suspension to −5° C. and add dropwise a solution of sodium azide (3.44 g, 52.85 mmol) in water (10 mL). After 10 min, dilute the mixture with ethyl acetate (60 mL) and wash with water, saturated aqueous sodium chloride, dry over MgSO4. After filtration, remove the organic solvent to afford the product as clear oil (4.3 g, 95%). 1H NMR (DMSO-d6) δ 6.91 (broad s, 1H), 3.18 (q, J=6.4 Hz, 2H), 2.51-2.48 (m, 2H), 1.37 (s, 9H).

Provenance & Evidence