Beta-Alanine → N-{1-[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]cyclobutane-1-carbonyl}3-aminopropionic acid

HRID 255944Notes

Reaction equation

HRID 255944 reaction equation
ClC1C(Cl)=C(C(=O)C(=C)CC)C=CC=1OCC(O)=O.[Cl:20][C:21]1[C:34]([Cl:35])=[C:33]([C:36](=[O:41])[C:37](=[CH2:40])[CH2:38][CH3:39])[CH:32]=[CH:31][C:22]=1[O:23][C:24]1([C:28](O)=[O:29])[CH2:27][CH2:26][CH2:25]1.NCC(O)=O.[NH2:47][CH2:48][CH2:49][C:50]([OH:52])=[O:51]>>[Cl:20][C:21]1[C:34]([Cl:35])=[C:33]([C:36](=[O:41])[C:37](=[CH2:40])[CH2:38][CH3:39])[CH:32]=[CH:31][C:22]=1[O:23][C:24]1([C:28]([NH:47][CH2:48][CH2:49][C:50]([OH:52])=[O:51])=[O:29])[CH2:27][CH2:26][CH2:25]1

Participants

5

Reactant 4

HCID 239Beta-AlanineHCID 750GlycineHCID 3278Ethacrynic AcidHCID 139587401-[2,3-Dichloro-4-(2-methylenebutyryl)phenoxy]cyclobutane-1-carboxylic acid

Product 1

HCID 20165205N-{1-[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]cyclobutane-1-carbonyl}3-aminopropionic acid

Procedure

By carrying out the reaction essentially as described in Example 9, except that the [2,3-dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid is replaced by an equimolar quantity of 1-[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]cyclobutane-1-carboxylic acid and the glycine is replaced by an equimolar quantity of β-alanine, there is obtained N-{1-[2,3-dichloro-4-(2-methylenebutyryl)phenoxy]cyclobutane-1-carbonyl}3-aminopropionic acid.

Workup

  1. customthe reaction essentially

Sources & evidence

ORD record
ord-749f5ee0036f48cc8285cccdc9a11f36
Source dataset
uspto-grants-1987_10
Patent number
US04699926

Reaction notes

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