Ethyl chloroformate → HCID 13079773, compound

Participants

Reaction Steps

A solution of 5 g of (20S) 3α-amino-5α-pregnane-20-ol in 500 ml of methylene chloride was added dropwise over 10 minutes under an inert atmosphere to a mixture of 15 ml of ethyl chloroformate and 45 ml of methylene chloride and the mixture was stirred for 30 minutes. 20 ml of N sodium hydroxide were added to the mixture which was stirred for 30 minutes. The mixture was decanted and extracted with methylene chloride. The organic phase was washed with water, dried, filtered and evaporated to dryness under reduced pressure. The residue was taken up in ether and the mixture was filtered to obtain 5.7 g of ethyl N-[(20S) 5α-pregnane-20-ol-3α-yl]-carbamate melting at ≃198° C. and having a specific rotation of [α]D20 =+25° ±1.5° (c=1% in methylene chloride).

Provenance & Evidence