Sodium Hydroxide → HCID 86751086, compound

HRID 265879Notes

Reaction equation

HRID 265879 reaction equation
C[O:2][C:3](=[O:32])[C@@H:4]([OH:31])[CH2:5][NH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH:18]2[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]2)=[CH:11][CH:10]=1)=[O:8].[OH-].[Na+].OS([O-])(=O)=O.[K+]>C(O)C>[C:24]([N:21]1[CH2:22][CH2:23][CH:18]([CH2:17][CH2:16][O:15][C:12]2[CH:11]=[CH:10][C:9]([C:7]([NH:6][CH2:5][C@H:4]([OH:31])[C:3]([OH:32])=[O:2])=[O:8])=[CH:14][CH:13]=2)[CH2:19][CH2:20]1)([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 86751087HCID 86751087, compound

Product 1

HCID 86751086HCID 86751086, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 17-2 (45 mg, 0.10 mmol), 1N NaOH (400 L), and ethanol (500 μl) was stirred at ambient temperature for 1.0 h. The reaction was acidified with 10% KHSO4 and then extracted with EtOAc. The EtOAc portion was washed with brine, dried (MGSO4), and concentrated to give 17-3 (45 mg) as a white solid. Rf 0.26 (silica, 10:1:1 CH2Cl2 /CH3OH/AcOH).

Workup

  1. extractionextracted with EtOAc
  2. washThe EtOAc portion was washed with brine
  3. customdried (MGSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-bef484716aa846d3aaa8a8251c12d279
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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