HCID 58866133, compound → HCID 58866163, compound

HRID 1354281Notes

Reaction equation

HRID 1354281 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][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:16][C@@H:15]2[O:34]C(C)(C)[O:36][C@H:14]2[C@@H:13]1[OH:39])=[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:39])[C@H:14]([OH:36])[C@@H:15]([OH:34])[CH2:16][N:17]1[S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:23][CH:22]=1)(=[O:19])=[O:20])=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 58866133HCID 58866133, compound

Product 1

HCID 58866163HCID 58866163, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The above compound (5-2) (1.5 g) was dissolved in methanol (30 mL) and a cation exchange resin (Muromac, 3.4 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→10:1) to obtain the titled compound (1.1 g).

Workup

  1. additiona cation exchange resin (Muromac, 3.4 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→10:1)

Sources & evidence

ORD record
ord-95fda957f1094f34b8f62873fe1d199e
Source dataset
uspto-grants-2007_05
Patent number
US07223779B2

Reaction notes

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