HCID 86607259, compound → HCID 68699181, compound
Reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([N:11]=[N+]=[N-])[C@H:7]([OH:14])[CH2:6]1)=[O:4]>CO.C(O)(=O)C.[Pd]>[C:3]([OH:4])(=[O:2])[CH3:5].[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([NH2:11])[C@H:7]([OH:14])[CH2:6]1)=[O:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of azide (b) (18.4 g, 92 mmol) in methanol/acetic acid (360 ml/40 ml) was hydrogenated over 10% palladium on charcoal paste (50% w/w with water, 15 g) for 18 hours. The mixture was filtered through keiselguhr, evaporated, and then triturated with ether to afford a white solid that was isolated by filtration and dried in vacuo (15.6 g, 72%).
Workup
- filtrationThe mixture was filtered through keiselguhr
- customevaporated
- customtriturated with ether
- customto afford a white solid
- customthat was isolated by filtration
- customdried in vacuo (15.6 g, 72%)
Sources & evidence
- ORD record
- ord-c90746d319ef432ea4412b68fed6f4e6
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07622481B2
Reaction notes
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