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Sodium Hydroxide → Sodium Nalpha-[3-(2-Hydroxyphenyl)acryloyl]-L-Tryptophanate

HRID 1746530
Notes
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Reaction equation

HRID 1746530 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:27]([O:29]C)=[O:28])[CH2:17][C:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:20][CH:19]=1)=[O:14])(=O)C.[OH-].[Na+:32]>CO>[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:27]([O-:29])=[O:28])[CH2:17][C:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:20][CH:19]=1)=[O:14].[Na+:32]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655437Methyl Nalpha-[3-(2-Acetoxyphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 86655484Sodium Nalpha-[3-(2-Hydroxyphenyl)acryloyl]-L-TryptophanateYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 60 were carried out from the compound obtained in Example 2 (5.0 g), 1 mol/L of an aqueous sodium hydroxide solution (37 mL), and methanol (300 mL), to give the captioned compound (4.3 g, 94%) as crystals.

Sources & evidence

ORD record
ord-bff9ee3c94f649798f11c27bb7506fda
Source dataset
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09150510B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes