Sodium Hydroxide → HCID 68873352, compound

HRID 2224902Notes

Reaction equation

HRID 2224902 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH3:18])([CH2:12][CH2:13][C@@H:14]([CH3:17])[CH2:15][CH3:16])[C:4](=[O:19])[C:3]=1[C:20]1[NH:25][C:24]2[CH:26]=[CH:27][C:28]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][C:23]=2[S:22](=[O:36])(=[O:35])[N:21]=1.[OH-].[Na+:38]>O>[CH3:18][C:5]1([CH2:12][CH2:13][C@@H:14]([CH3:17])[CH2:15][CH3:16])[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([O-:1])=[C:3]([C:20]2[NH:25][C:24]3[CH:26]=[CH:27][C:28]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][C:23]=3[S:22](=[O:36])(=[O:35])[N:21]=2)[C:4]1=[O:19].[Na+:38]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136375605HCID 136375605, compound

Product 1

HCID 68873352HCID 68873352, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of the product of Example 43H in water (3 mL) was treated with 0.997N sodium hydroxide solution (0.204 mL) and stirred at 250C for 1 hour. The solution was lyophilized to give 112 mg (84%) of a yellow solid. 1H NMR (300 MHz, DMSO-d6): δ ppm 0.49 m, 1 H) 0.66 m, 6 H) 0.92 m, 2 H) 1.11 m, 2 H) 1.38 (s, 3 H) 1.72 (m, 1 H) 2.14 (m, 1 H) 2.96 (s, 3 H) 7.33 m, 3 H) 7.45 m, 3 H) 8.05 (d, J=7.72 Hz, 1 H) 9.88 (s, 1 H) 15.50 (s, 1 H); MS (ESI−) m/z 530 (M−H)−.

Sources & evidence

ORD record
ord-a82cb589a33743f2ae4a8f0f6ef29372
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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