HCID 90042500, compound → (3R,3aR,6S,6aR)-hexahydrofuro[3,2-b]furan-3,6-diamine
Reaction equation
[N:1]([C@@H:4]1[CH2:8][O:7][C@@H:6]2[C@@H:9]([N:12]=[N+]=[N-])[CH2:10][O:11][C@H:5]12)=[N+]=[N-]>CO.[Pd]>[O:7]1[CH2:8][C@@H:4]([NH2:1])[C@H:5]2[O:11][CH2:10][C@H:9]([NH2:12])[C@@H:6]12Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of (3R,3aR,6S,6aR)-3,6-diazidohexahydrofuro[3,2-b]furan (2.5 g, 12.74 mmol) and 5% palladium on active carbon (0.25 g) in methanol (300 mL) was hydrogenated under 40 psi in an autoclave overnight. The catalyst was removed by filtration and the solvent was evaporated to give the desired product, which was used in the next step without further purification.
Workup
- customThe catalyst was removed by filtration
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-503827e261c94d06bc10ce1c6d339b2e
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09290517B2
Reaction notes
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