Water → HCID 20155855, compound

HRID 2413480Notes

Reaction equation

HRID 2413480 reaction equation
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([NH:19][CH2:20][C:21](=[O:25])[O:22]CC)=[O:18])=[CH:15][CH:14]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2].[OH-].[Na+].O>C1COCC1>[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][S:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([NH:19][CH2:20][C:21]([OH:25])=[O:22])=[O:18])=[CH:15][CH:14]=2)=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 14071487HCID 14071487, compound

Product 1

HCID 20155855HCID 20155855, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 1 (500 mg, 1.06 mmoles) was taken up in a mixture of THF (10 ml), 1N NaOH (2.2 ml) and water (7.8 ml). The reaction mixture was stirred at room temperature for three hours, then concentrated in vacuo. The residue was taken up in water, filtered, acidified with dilute HCl and extracted with chloroform. The combined chloroform extracts were dried and concentrated in vacuo to afford the title compound which was recrystallized from ethyl acetate/hexane, m.p. 133°-135° (dec.).

Workup

  1. concentrationconcentrated in vacuo
  2. filtrationfiltered
  3. extractionextracted with chloroform
  4. dry with materialThe combined chloroform extracts were dried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d0217a6b5de9452698b9a96d1b68fe69
Source dataset
uspto-grants-1988_01
Patent number
US04717736

Reaction notes

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