HCID 86654841, compound → HCID 54029245, compound

HRID 1422556Notes

Reaction equation

HRID 1422556 reaction equation
[C:1]([O:4][CH2:5][C@@H:6]([OH:21])[C@@H:7]([O:13]CC1C=CC=CC=1)[C@H:8]([OH:12])[CH2:9][CH:10]=[O:11])(=[O:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:4][CH2:5][C@@H:6]([OH:21])[C@@H:7]([OH:13])[C@H:8]([OH:12])[CH2:9][CH:10]=[O:11])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 86654841HCID 86654841, compound

Product 1

HCID 54029245HCID 54029245, compoundYield 48%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Pd/C (10%, contained 50% of water) (40 mg) was added to the solution of 6-O-acetyl-4-O-benzyl-2-deoxy-D-glucose (1.15 mmol) in ethyl alcohol (50 mL). The mixture was hydrogenated using Paar apparatus (at 45 psi of H2) for 24 hr. The reaction mixture was then filtered through Celite, evaporated to dryness, and product was purified by column chromatography (SilicaGel, 60) using chloroform:methanol as eluent. (Yield 48%).

Workup

  1. customfor 24 hr
  2. filtrationThe reaction mixture was then filtered through Celite
  3. customevaporated to dryness, and product
  4. customwas purified by column chromatography (SilicaGel, 60)

Sources & evidence

ORD record
ord-e9ad39a896e64ed5aa419ed8afd3640a
Source dataset
uspto-grants-2015_01
Patent number
US08927506B2

Reaction notes

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