Affinity-Labelling Corticoids I. Synthesis of 21-Chloroprogesterone, Deoxycorticosterone 21-(1-Imidazole) Carboxylate, 21-Deoxy-21-Chloro Dexamethasone, and Dexamethasone 21-Mesylate, 21-Bromoacetate, and 21-Iodoacetate

Article abstract of DOI:10.1016/0039-128X(82)90120-9

The efficient and unambiguous preparation of several C-21 substituted affinity-labelling corticoids are described.Included is an improved procedure for the preparation of 21-chloroprogesterone and the first reported synthesis of deoxycorticosterone 21-(1-imidazole) carboxylate.Dexamethasone derivatives prepared include seperate and unambiguous synthesis of 21-deoxy-21-chlorodexamethasone and dexamethasone 21-mesylate, as well as the first reported synthesis of dexamethasone 21-bromoacetate and dexamethasone 21-iodoacetate.