N-docosahexaenoyl (4-hydroxyphenyl)-glycine → N-(4-Hydroxyphenyl)glycine

HRID 1586770Notes

Reaction equation

HRID 1586770 reaction equation
C([N:22]([C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=1)[CH2:23][C:24]([OH:26])=[O:25])(=O)C=CC=CC=CC=CC=CCCCCCCCCC.C(N(C1C=CC(O)=CC=1)CC(O)=O)(=O)C=CC=CC=CC=CC=CC=CCCCCCCCCC>>[OH:33][C:30]1[CH:31]=[CH:32][C:27]([NH:22][CH2:23][C:24]([OH:26])=[O:25])=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 53923752N-docosahexaenoyl (4-hydroxyphenyl)-glycineHCID 54079310N-eicosapentaenoyl (4-hydroxyphenyl)-glycine

Product 1

HCID 67149N-(4-Hydroxyphenyl)glycine

Procedure

The same procedure as in Example 5 but EPA-Cl was replaced by 4.2 g (0.012 mole) of the mixture of polyunsaturated fatty acyl chlorides as prepared in Example 4. Yield of the mixed product was about 88 percent, containing N-eicosapentaenoyl (4-hydroxyphenyl)-glycine and N-docosahexaenoyl (4-hydroxyphenyl)-glycine as the main components.

Workup

  1. customas prepared in Example 4

Sources & evidence

ORD record
ord-180f66a0ac3f4abc9d685a80c62a8443
Source dataset
uspto-grants-1993_06
Patent number
US05216023

Reaction notes

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