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

HRID 1746557Notes

Reaction equation

HRID 1746557 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:26]([O:28]C)=[O:27])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[O:14])(=O)C.[OH-].[Na+]>CO>[OH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:26]([OH:28])=[O:27])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[O:14]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655464Methyl N-[3-(2-Acetoxyphenyl)acryloyl]-O4-Methyl-L-Tyrosinate

Product 1

HCID 86655503N-[3-(2-Hydroxyphenyl)acryloyl]-O4-Methyl-L-TyrosineYield 85.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 64 were carried out from the compound obtained in Example 35 (6.0 g), 1 mol/L of an aqueous sodium hydroxide solution (38 mL), and methanol (300 mL), to give the captioned compound (4.4 g, 85%) as an amorphous solid product.

Sources & evidence

ORD record
ord-371ea22dee7141a4b23d837d75b65bc5
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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