p-Toluenesulfonic acid monohydrate → HCID 91107959, compound

HRID 1357509Notes

Reaction equation

HRID 1357509 reaction equation
O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH:13][C@:14]1([C:30]([O:32][CH3:33])=[O:31])[CH2:24][C@@H:23]([O:25][S:26]([CH3:29])(=[O:28])=[O:27])[C@@H:17]2[O:18]C(C)(C)[O:20][C@@H:16]2[CH2:15]1>CO>[OH:13][C@:14]1([C:30]([O:32][CH3:33])=[O:31])[CH2:24][C@@H:23]([O:25][S:26]([CH3:29])(=[O:27])=[O:28])[C@H:17]([OH:18])[C@H:16]([OH:20])[CH2:15]1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 131723974HCID 131723974, compound

Product 1

HCID 91107959HCID 91107959, compoundYield 78%

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 17A in methanol (50 mL). After stirring overnight, the reaction mixture was concentrated and the concentrate was purified by flash column chromatography using ethyl acetate to afford 3.96 g (78%) of the desired product as a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-97d3ba4513314449b26f69c69bfaaca0
Source dataset
uspto-grants-2003_07
Patent number
US06593314B1

Reaction notes

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