Dimethyl Sulfate → HCID 22399584, compound

HRID 893482Notes

Reaction equation

HRID 893482 reaction equation
[NH2:1][C:2]([C:4]1[CH:33]=[CH:32][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:28]=[CH:27][C:16]3[CH2:17][CH2:18][CH:19]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[O:20][C:15]=3[C:14]=2[CH2:29][CH2:30][CH3:31])=[C:6]([CH2:34][CH:35]2[CH2:37][CH2:36]2)[C:5]=1[OH:38])=[O:3].S(OC)(O[CH3:43])(=O)=O.[OH-].[K+]>C1COCC1>[NH2:1][C:2]([C:4]1[CH:33]=[CH:32][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:28]=[CH:27][C:16]3[CH2:17][CH2:18][CH:19]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])[O:20][C:15]=3[C:14]=2[CH2:29][CH2:30][CH3:31])=[C:6]([CH2:34][CH:35]2[CH2:37][CH2:36]2)[C:5]=1[O:38][CH3:43])=[O:3]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 22399587HCID 22399587, compound

Product 1

HCID 22399584HCID 22399584, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 73 is treated with dimethyl sulfate and KOH in THF under the conditions described in Example 61. Chromatographic purification of the crude product on silica gel using ethyl acetate/hexane (4:6) as eluant affords the product.

Workup

  1. customChromatographic purification of the crude product on silica gel
  2. customaffords the product

Sources & evidence

ORD record
ord-3f654d95b2ff42f79e39dc17a0102626
Source dataset
uspto-grants-1992_06
Patent number
US05124350

Reaction notes

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