HCID 12136258, compound → HCID 68545098, compound

HRID 1993713Notes

Reaction equation

HRID 1993713 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[C:9]([N+:14]([O-])=O)=[N:10][CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2]>C1COCC1.[Pd]>[C:1]([O:4][C@@H:5]1[C@@H:20]([O:21][C:22](=[O:24])[CH3:23])[C@H:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:18][S:17][C@H:6]1[O:7][C:8]1[C:9]([NH2:14])=[N:10][CH:11]=[CH:12][CH:13]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 12136258HCID 12136258, compound

Product 1

HCID 68545098HCID 68545098, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1.45 g of palladium-on-charcoal at 10% is added to a solution of 14.5 g (35.4 mM) of 2-nitro-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside in 290 ml of THF. The mixture is stirred under a hydrogen atmosphere at ambient temperature for 15 hours and then filtered. The filtrate is concentrated under reduced pressure. The expected product is obtained in the form of a beige solid with a yield of 98%.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-6805ed25885b45ca996a68277c4cb9cf
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

Loading…