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

HRID 1746549Notes

Reaction equation

HRID 1746549 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:25]([O:27]C)=[O:26])[CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:24])[CH:16]=2)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH:9][C:10]([NH:12][C@H:13]([C:25]([OH:27])=[O:26])[CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:24])[CH:16]=2)=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655455Methyl Nalpha-[3-(4-Fluorophenyl)acryloyl]-1-Methyl-L-Tryptophanate

Product 1

HCID 86655497Nalpha-[3-(4-Fluorophenyl)acryloyl]-1-Methyl-L-TryptophanYield 80.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 23 (2.7 g), 1 mol/L of an aqueous sodium hydroxide solution (10.5 mL), and methanol (110 mL), to give the captioned compound (2.1 g, 80%) as crystals.

Sources & evidence

ORD record
ord-d68e1e622d434f3a9dad8bc2b931f6a2
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

Loading…