Multi-step reaction with 9 steps
1: 5 N HCl-dioxane
2: hydrogen / Pd-black / methanol
3: 1.) HONB, DCC / 1.) DMF, 0 deg C, 4 h, 2.) DMF, r.t.
4: NH2NH2*H2O / methanol
5: HOBT, DCC / tetrahydrofuran / 1.) 0 deg C, 4h, 2.) r.t.
6: hydrogen / Pd-black / methanol
7: 1.) HONB, DCC / 1.) THF, 0 deg C, 4 h, 2.) THF, r.t.
8: hydrogen / Pd-black
9: TFA
With
hydrogenchloride; hydrogen; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); trifluoroacetic acid;
palladium;
In
tetrahydrofuran; methanol;
DOI:10.1248/cpb.29.3639