p-Toluenesulfonic acid monohydrate → HCID 70020197, compound

HRID 1357502Notes

Reaction equation

HRID 1357502 reaction equation
O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:13]([O:21][C@H:22]1[C@@H:27]2[O:28]C(C)(C)[O:30][C@@H:26]2[CH:25]=[C:24]([C:33]([O:35][CH3:36])=[O:34])[CH2:23]1)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CO>[C:13]([O:21][C@H:22]1[C@H:27]([OH:28])[C@H:26]([OH:30])[CH:25]=[C:24]([C:33]([O:35][CH3:36])=[O:34])[CH2:23]1)(=[O:20])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 91573293HCID 91573293, compound

Product 1

HCID 70020197HCID 70020197, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Para-toluenesulfonic acid monohydrate (100 mg, 0.526 mmol) was added to a room temperature solution of Example 13D in methanol (50 mL). After stirring overnight, the reaction mixture was concentrated and the concentrate was purified by flash chromatography using ethyl acetate to afford 0.90 g (54%) of the desired product as a colorless oil.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customthe concentrate was purified by flash chromatography

Sources & evidence

ORD record
ord-4a8bb7ea683a48aa81c6a55d6a071bbc
Source dataset
uspto-grants-2003_07
Patent number
US06593314B1

Reaction notes

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