Sodium Hydroxide → 4-[2-(Indol-2-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine

HRID 583716Notes

Reaction equation

HRID 583716 reaction equation
C[O:2][C:3](=[O:37])[C@@H:4]([NH:27][S:28]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)(=[O:30])=[O:29])[CH2:5][NH:6][C:7](=[O:26])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][C:17]2[NH:18][C:19]3[C:24]([CH:25]=2)=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[NH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:25]=[C:17]1[CH2:16][CH2:15][O:14][C:11]1[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][C@H:4]([NH:27][S:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)(=[O:29])=[O:30])[C:3]([OH:37])=[O:2])=[O:26])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 158507244-[2-(Indol-2-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine methyl ester

Product 1

HCID 158507254-[2-(Indol-2-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A methanol solution (50 mL) of 4-5 (1.3 g, 4.0 mmol) and 1N NaOH (20 mL, 20 mmol) was stirred at 50° C. for 4 h. The reaction was concentrated and the residue acidified with 1M NaHSO4 solution to provide 4-6 as a beige colored solid.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-b05c287888694fa0999bbcc5d6d6f1b9
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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