Sodium Hydroxide → N-[3-(4-Hydroxyphenyl)acryloyl]-O4-Methyl-L-Tyrosine

HRID 1746559Notes

Reaction equation

HRID 1746559 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:26]([O:28]C)=[O:27])[CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[O:14])=[CH:7][CH:6]=1)(=O)C.[OH-].[Na+]>CO>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]([NH:15][C@H:16]([C:26]([OH:28])=[O:27])[CH2:17][C:18]2[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=2)=[O:14])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86655466Methyl N-[3-(4-Acetoxyphenyl)acryloyl]-O4-Methyl-L-Tyrosinate

Product 1

HCID 86655505N-[3-(4-Hydroxyphenyl)acryloyl]-O4-Methyl-L-TyrosineYield 57%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The same procedures as in Example 90 were carried out from the compound obtained in Example 37 (2.5 g), 1 mol/L of an aqueous sodium hydroxide solution (19 mL), and methanol (190 mL), to give the captioned compound (1.2 g, 57%) as an amorphous solid product.

Sources & evidence

ORD record
ord-329cd4ecad074662bf7dad9f09e4d41f
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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