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

HRID 1746544Notes

Reaction equation

HRID 1746544 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]([NH:18][C@H:19]([C:30]([O:32]C)=[O:31])[CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)=[O:17])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([CH:14]=[CH:15][C:16]([NH:18][C@H:19]([C:30]([OH:32])=[O:31])[CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][CH:22]=2)=[O:17])=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655450Methyl Nalpha-[3-(4-Phenoxyphenyl)acryloyl]-L-Tryptophanate

Product 1

HCID 67130594Nalpha-[3-(4-Phenoxyphenyl)acryloyl]-L-TryptophanYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 17 (4.9 g), 1 mol/L of an aqueous sodium hydroxide solution (17 mL), and methanol (170 mL), to give the captioned compound (4.2 g, 89%) as crystals.

Sources & evidence

ORD record
ord-eaf6020d534346f8ad39e39fe3a3c10f
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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