Sodium Hydroxide → HCID 68873352, compound

HRID 494581Notes

Reaction equation

HRID 494581 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

Conditions

Temperature
25 °C

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 25° C. 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, 1H) 0.66 (m, 6H) 0.92 (m, 2H) 1.11 (m, 2H) 1.38 (s, 3H) 1.72 (m, 1H) 2.14 (m, 1H) 2.96 (s, 3H) 7.33 (m, 3H) 7.45 (m, 3H) 8.05 (d, J=7.72 Hz, 1H) 9.88 (s, 1H) 15.50 (s, 1H); MS (ESI−) m/z 530 (M−H)−.

Sources & evidence

ORD record
ord-de7b78165b704cb7b3eda1d6e212ed56
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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