Sodium Hydroxide → N-[3-(4-i-Propylphenyl)acryloyl]-L-Tryptophan

HRID 1746619Notes

Reaction equation

HRID 1746619 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]([NH:14][C@H:15]([C:26]([O:28]C)=[O:27])[CH2:16][C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)=[O:13])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+]>CO>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]([NH:14][C@H:15]([C:26]([OH:28])=[O:27])[CH2:16][C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)=[O:13])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67130590Methyl N-[3-(4-i-Propylphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 67130537N-[3-(4-i-Propylphenyl)acryloyl]-L-TryptophanYield 87.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 149 were carried out from the compound obtained in Example 160 (4.5 g), 1 mol/L of an aqueous sodium hydroxide solution (17 mL), and methanol (170 mL), to give the captioned compound (3.8 g, 87%) as crystals.

Sources & evidence

ORD record
ord-365ec9220add44f0938e794dc04f8a6e
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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