No abstract

This work presents an improved eight-step process, leading to kilogram quantities of high-quality DL-028A, an antihypertensive agent. The improvements include reducing the levels of toxic reagents and the removal of dangerous processes and waste gas treatment. Moreover, specification and impurity profiles were determined.

A total synthesis of (+/-)-sarracenin (1) is described. The key steps include (1) regioselective ring expansion of 7 to bicyclo[3.2.1]ketone6 and (2) ring opening of tricyclic ketone 5 to ester 4.

A formal synthesis of (±)-hydroxyloganin aglucone from bicyclo13.2.1]octenone 1 is described. Ring opening of syn.8-(metbanesulfonyloxy)-I-phenyltbiotricyclo[4,2.1.0 3 . 1]non-4-en-2-one 14 with potassium hydroxide is the key reaction.

An acid‐catalyzed cleavage of the C‐Nϵ bond from Nϵ‐(2,3,4,5‐tetrahydroxyvaleryl) substituted side chain and/or its acetonide form of a triamine‐linked acridine dimer is de scribed. An envisaged multi‐neighboring group‐assisted solvolysis reaction mechanism is proposed.