Sodium Hydroxide → Sodium Nalpha-[3-(4-Hydroxyphenyl)acryloyl]-L-Tryptophanate

HRID 1746532Notes

Reaction equation

HRID 1746532 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:27]([O:29]C)=[O:28])[CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:14])=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+:32]>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:27]([O-:29])=[O:28])[CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:14])=[CH:9][CH:10]=1.[Na+:32]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655439Methyl Nalpha-[3-(4-Acetoxyphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 86655486Sodium Nalpha-[3-(4-Hydroxyphenyl)acryloyl]-L-TryptophanateYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 60 were carried out from the compound obtained in Example 4 (4.5 g), 1 mol/L of an aqueous sodium hydroxide solution (33 mL), and methanol (300 mL), to give the captioned compound (3.7 g, 90%) as crystals.

Sources & evidence

ORD record
ord-fbcf7f8a466b4882baffe9346211a0e9
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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