HCID 86607259, compound → HCID 68699181, compound

HRID 1437380Notes

Reaction equation

HRID 1437380 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

HCID 86607259HCID 86607259, compound

Product 1

HCID 68699181HCID 68699181, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 10129899Acetic acid methanolSolvent

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

  1. filtrationThe mixture was filtered through keiselguhr
  2. customevaporated
  3. customtriturated with ether
  4. customto afford a white solid
  5. customthat was isolated by filtration
  6. 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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