Benzyloxycarbonylglycine → HCID 21192210, compound

Participants

Reaction Steps

516 mg (2 mmol) of 1,4,7,10,13,16-hexaazacyclooctadecane (hexacyclene; Fluka) is azeotropically dehydrated with toluene. A solution of 3.14 g (15 mmol) of benzyloxycarbonyl-glycine (Fluka) in tetrahydrofuran (THF) as well as 3.71 g (15 mmol) of 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ; Fluka) are added to the cooled solution of hexacyclene in toluene at room temperature and stirred overnight. After completion of the reaction, the product is precipitated by adding hexane, and the precipitate is chromatographed with dichloromethane/hexane/isopropanol (20:10:1) on silica gel.

Provenance & Evidence