Sodium Hydroxide → HCID 86620050, compound

HRID 1993983Notes

Reaction equation

HRID 1993983 reaction equation
[N+](C1C=CC(C([O:10][CH2:11][C@@H:12]2[C@@H:17]([CH2:18][O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C@H:16]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[CH3:34])[C@@H:15]([O:35][C@@H:36]([C:38]3[CH:43]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:41]=[C:40]([C:48]([F:51])([F:50])[F:49])[CH:39]=3)[CH3:37])[O:14][CH2:13]2)=O)=CC=1)([O-])=O.[OH-].[Na+]>CO>[CH2:20]([O:19][CH2:18][C@H:17]1[C@H:16]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=2[CH3:34])[C@@H:15]([O:35][C@@H:36]([C:38]2[CH:43]=[C:42]([C:44]([F:46])([F:47])[F:45])[CH:41]=[C:40]([C:48]([F:51])([F:50])[F:49])[CH:39]=2)[CH3:37])[O:14][CH2:13][C@@H:12]1[CH2:11][OH:10])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86620048HCID 86620048, compound

Product 1

HCID 86620050HCID 86620050, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

The intermediate from step G (3.98 g, 5.31 mmol) was dissolved in 100 mL of MeOH and was added 0.1 mL of 2N NaOH. The mixture was heated to 45° C. for 1 hr. Volatiles were removed in vacuo. The crude residue was purified on silica gel and eluted a combination of EtOAc/hexanes (10-30% EtOAc/hexanes linear gradient). This provided the title compound. MS: (MH)+601

Workup

  1. customVolatiles were removed in vacuo
  2. customThe crude residue was purified on silica gel
  3. washeluted a combination of EtOAc/hexanes (10-30% EtOAc/hexanes linear gradient)

Sources & evidence

ORD record
ord-684b3932358c47b9b9ee2c194f614cac
Source dataset
uspto-grants-2010_01
Patent number
US07652058B2

Reaction notes

Loading…