Sodium Hydroxide → N-[3-(2-Cyanophenyl)acryloyl]-O4-Methyl-L-Tyrosine

HRID 1746564Notes

Reaction equation

HRID 1746564 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:10][C:11]([NH:13][C@H:14]([C:24]([O:26]C)=[O:25])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)=[O:12])#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]=[CH:10][C:11]([NH:13][C@H:14]([C:24]([OH:26])=[O:25])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)=[O:12])#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655471Methyl N-[3-(2-Cyanophenyl)acryloyl]-O4-Methyl-L-Tyrosinate

Product 1

HCID 86655510N-[3-(2-Cyanophenyl)acryloyl]-O4-Methyl-L-TyrosineYield 90.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 42 (3.1 g), 1 mol/L of an aqueous sodium hydroxide solution (13 mL), and methanol (130 mL), to give the captioned compound (2.7 g, 89%) as crystals.

Sources & evidence

ORD record
ord-55c7a50d46e14f7383f2ca600eed1183
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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