Sodium Hydroxide → 1-Methyl-Nalpha-[3-(4-Phenoxyphenyl)acryloyl]-L-Tryptophan

HRID 1746553Notes

Reaction equation

HRID 1746553 reaction equation
[CH3:1][N:2]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:4]([CH2:5][C@@H:6]([C:25]([O:27]C)=[O:26])[NH:7][C:8](=[O:24])[CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)=[CH:3]1.[OH-].[Na+]>CO>[CH3:1][N:2]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:4]([CH2:5][C@@H:6]([C:25]([OH:27])=[O:26])[NH:7][C:8](=[O:24])[CH:9]=[CH:10][C:11]2[CH:12]=[CH:13][C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:15][CH:16]=2)=[CH:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655459Methyl 1-Methyl-Nalpha-[3-(4-Phenoxyphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 866555001-Methyl-Nalpha-[3-(4-Phenoxyphenyl)acryloyl]-L-TryptophanYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 27 (0.93 g), 1 mol/L of an aqueous sodium hydroxide solution (3.1 mL), and methanol (30 mL), to give the captioned compound (0.81 g, 90%) as crystals.

Sources & evidence

ORD record
ord-5e1289e5bcb7497eaef8add446df180c
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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