Potassium Hydroxide → HCID 54147323, compound

HRID 275087Notes

Reaction equation

HRID 275087 reaction equation
C[O:2][C:3]([CH2:5][NH:6][C:7]([O:9][C@H:10]1[CH2:15][CH2:14][C@H:13]2[C@H:16]3[C@H:25]([CH2:26][CH2:27][C@:11]12[CH3:12])[C@@H:24]1[C:19]([CH:20]=[C:21]([O:28][CH2:29][O:30][CH3:31])[CH:22]=[CH:23]1)=[CH:18][CH2:17]3)=[O:8])=[O:4].[OH-].[K+]>CO>[C:3]([CH2:5][NH:6][C:7]([O:9][C@H:10]1[CH2:15][CH2:14][C@H:13]2[C@H:16]3[C@H:25]([CH2:26][CH2:27][C@:11]12[CH3:12])[C@@H:24]1[C:19]([CH:20]=[C:21]([O:28][CH2:29][O:30][CH3:31])[CH:22]=[CH:23]1)=[CH:18][CH2:17]3)=[O:8])([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 53732594HCID 53732594, compound

Product 1

HCID 54147323HCID 54147323, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 17β-methoxycarbonylmethylaminocarbonyloxy-3-methoxymethyloxy-1,3,5-estratriene (0.77 g) in methanol (40 ml) was added 2 N aqueous potassium hydroxide (6 ml), and the resultant mixture was stirred at room temperature for 2 hours. The reaction mixture was mixed with ion exchange resin (DOWEX, 5W-X8), neutralized, and filtered to remove the ion exchange resin. The filtrate was concentrated in vacuo to give 17β-carboxymethylaminocarbonyloxy-3-methoxymethyloxy-1,3,5-estratriene (0.65 g, Yield: 88%) as an amorphous solid.

Workup

  1. additionThe reaction mixture was mixed with ion exchange resin (DOWEX
  2. filtrationfiltered
  3. customto remove the ion exchange resin
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-e2e9ab836f554573a93e90899a7dfc7c
Source dataset
uspto-grants-1995_02
Patent number
US05391776

Reaction notes

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