Hexahydro-1,4-diazepine → 5,5'-[1,4-diazepane-1,4-diylbis(1-hydroxyethane-2,1-diyl)]bis(4-methyl-2-benzofuran-1(3H)-one)

Participants

Reaction Steps

The reaction was run in a similar fashion to general epoxide opening conditions as shown for EXAMPLE 2 (at 150° C. for 60 min) starting from 4-methyl-5-oxiran-2-yl-2-benzofuran-1(3H)-one and 1,4-diazepane. Purification by preparative TLC (MeOH/DCM=1:15) afforded 5,5′-[1,4-diazepane-1,4-diylbis(1-hydroxyethane-2,1-diyl)]bis(4-methyl-2-benzofuran-1(3H)-one) The resulting mixture of isomers was then separated to all three pure diastereomers by SFC chiral chromatography.

Provenance & Evidence