Sodium Hydroxide → HCID 59014309, compound

HRID 1157993Notes

Reaction equation

HRID 1157993 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH2:21][C:22](=[O:34])[NH:23][CH2:24][CH2:25][N:26]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)[CH3:27])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)[CH:8]=2)=[O:4].[OH-].[Na+]>C1COCC1>[CH:28]1([N:26]([CH3:27])[CH2:25][CH2:24][NH:23][C:22]([CH2:21][N:6]2[C:7]3[C:12](=[CH:11][CH:10]=[C:9]([C:14]4[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=4)[CH:8]=3)[CH:13]=[C:5]2[C:3]([OH:4])=[O:2])=[O:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59014337HCID 59014337, compound

Product 1

HCID 59014309HCID 59014309, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The methyl ester (15a) obtained above (2.7 mg, 0.006 mmol) was dissolved in THF (600 μL) and to the resultant solution was added 300 μL of a 3M NaOH(aq) and the reaction solution was stirred at rt. The crude product 16a was purified by HPLC (MeCN/H2O/0.1% TFA) to give 1.5 mg (16a): LC-MS (Method B, retention time=2.172 min. MS calc'd for C27H34N3O3 (MH+): 448.3. Found 448.5.

Workup

  1. customThe crude product 16a was purified by HPLC (MeCN/H2O/0.1% TFA)

Sources & evidence

ORD record
ord-fb5395e75bab40768edce5301ee093b5
Source dataset
uspto-grants-2010_10
Patent number
US07807704B2

Reaction notes

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