Sodium Hydroxide → N-[3-(3-Methylphenyl)acryloyl]-L-Tryptophan

HRID 1746617Notes

Reaction equation

HRID 1746617 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:24]([O:26]C)=[O:25])[CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:24]([OH:26])=[O:25])[CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67130739Methyl N-[3-(3-Methylphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 67130630N-[3-(3-Methylphenyl)acryloyl]-L-TryptophanYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 149 were carried out from the compound obtained in Example 157 (4.2 g), 1 mol/L of an aqueous sodium hydroxide solution (17 mL), and methanol (170 mL), to give the captioned compound (3.7 g, 92%) as crystals.

Sources & evidence

ORD record
ord-4807ee985622467688747d6c99200afb
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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