Solution (source code)

= Solution

Number the <cyclohexane> consecutively, putting the top <methylene group> at C1 and the two original <epoxides> at C2/C3 and C5/C6. Both <epoxide> <oxygens> are up.

\b[A is a diazidocyclohexanediol], with each <epoxide> replaced by one azide and one <alcohol>. A standard successive chair-favored opening gives \b[N3 down at C2 and C5, OH up at C3 and C6]. This is the 1,4-diazido/1,4-diol connectivity drawn in the bottom row of the original map.

For each opening, azide attacks from the face opposite <oxygen>, breaking one C–O bond with inversion at the attacked <carbon>. <protonation> of the two resulting <alkoxides> gives the two OH groups. After the first opening, the preferred <conformation> of the opened portion must be used for the second trans-diaxial opening; simply imposing one unchanged chair on both steps can select the wrong regioisomer.

The elemental change is addition of two $\mathrm{N_3^-}$ groups and two work-up <protons> to $\mathrm{C_6H_8O_2}$, giving $\mathrm{C_6H_{10}N_6O_2}$. The formula alone would not distinguish alternative positional isomers; the depicted assignment uses the ordinary successive-opening conformational model.