Methanol → HCID 21104867, compound

HRID 1354284Notes

Reaction equation

HRID 1354284 reaction equation
C(ON[C:10]([C@H:12]1[C@@H:17]([OH:18])[C@H:16]([OH:19])[C@@H:15]([OH:20])[CH2:14][N:13]1[S:21]([C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:26][CH:25]=1)(=[O:23])=[O:22])=[O:11])C1C=CC=CC=1.C[OH:38]>[Pd]>[OH:18][C@H:17]1[C@H:16]([OH:19])[C@H:15]([OH:20])[CH2:14][N:13]([S:21]([C:24]2[CH:25]=[CH:26][C:27]([O:30][C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[CH:28][CH:29]=2)(=[O:22])=[O:23])[C@H:12]1[C:10]([OH:11])=[O:38]

Participants

4

Reactant 2

HCID 887MethanolHCID 58866163HCID 58866163, compound

Product 1

HCID 21104867HCID 21104867, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
45 °C

Procedure

The above compound (6) (6.0 g) was dissolved in methanol (180 mL) and 10% Pd—C (1.3 g) was added, and then the mixture was stirred under a hydrogen atmosphere at 45° C. for 2 hours and 30 minutes. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel medium pressure column chromatography (chloroform:methanol=20:1→10:1→5:1) to obtain the titled compound (3.76 g) as a colorless powder.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe resulting residue was purified by silica gel medium pressure column chromatography (chloroform:methanol=20:1→10:1→5:1)

Sources & evidence

ORD record
ord-2ee618daf81c4329875ae604b14db2ae
Source dataset
uspto-grants-2007_05
Patent number
US07223779B2

Reaction notes

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