HCID 58866146, compound → HCID 58866161, compound

HRID 1354275Notes

Reaction equation

HRID 1354275 reaction equation
[CH2:1]([O:8][NH:9][C:10]([C@@H:12]1[N:17]([S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:16][C@@H:15]2[O:29]C(C)(C)[O:31][C@H:14]2[C@H:13]1[OH:34])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([O:8][NH:9][C:10]([C@H:12]1[C@H:13]([OH:34])[C@H:14]([OH:31])[C@@H:15]([OH:29])[CH2:16][N:17]1[S:18]([C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)(=[O:20])=[O:19])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 58866146HCID 58866146, compound

Product 1

HCID 58866161HCID 58866161, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The above compound (5) (1.1 g) was dissolved in methanol (25 mL) and a cation exchange resin (Muromac, 3.0 g) was added, and then the mixture was stirred overnight at room temperature. The insoluble material 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) to obtain the titled compound (974 mg) as a syrup.

Workup

  1. additiona cation exchange resin (Muromac, 3.0 g) was added
  2. customThe insoluble material was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel medium pressure column chromatography (chloroform:methanol=20:1)

Sources & evidence

ORD record
ord-48b6a9dd19bb43ee8068e6ec530b57d5
Source dataset
uspto-grants-2007_05
Patent number
US07223779B2

Reaction notes

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