Hydrochloric Acid → HCID 7440508, compound

HRID 2393101Notes

Reaction equation

HRID 2393101 reaction equation
C[O:2][C:3](=[O:27])[C@H:4]([NH:15][S:16]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1.[OH-].[Na+].Cl>C(O)C>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([S:16]([NH:15][C@H:4]([CH2:5][C:6]2[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[NH:8][CH:7]=2)[C:3]([OH:27])=[O:2])(=[O:17])=[O:18])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6977080HCID 6977080, compound

Product 1

HCID 7440508HCID 7440508, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1.3 mmol of 2(R)-[(4-methoxybenzenesulfonyl)amino]-3-(3-indolyl)-propanoic acid methyl ester suspended in 15 mL of ethanol is added 5 mL of aqueous 2.5M sodium hydroxide. The solid suspension dissolved, and is allowed to stir at ambient temperature overnight. The mixture is acidified with aqueous 10% HCl and extracted with ethyl acetate. The organic phase is washed with brine and dried over sodium sulfate. It is concentrated to afford 0.45 g (93%) of a white solid,

Workup

  1. dissolutionThe solid suspension dissolved
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationIt is concentrated

Sources & evidence

ORD record
ord-16035cd2f2244980a445b7fe7e8c4424
Source dataset
uspto-grants-1998_09
Patent number
US05804593

Reaction notes

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