Beta-Alanine → HCID 20135571, compound

HRID 579993Notes

Reaction equation

ClC1C(Cl)=C(/C=C(/[N+]([O-])=O)\CC)C=CC=1OCCCC(O)=O.[Cl:23][C:24]1[C:37]([Cl:38])=[C:36](/[CH:39]=[C:40](/[N+:43]([O-:45])=[O:44])\[CH2:41][CH3:42])[CH:35]=[CH:34][C:25]=1[O:26][C:27]1([C:31](O)=[O:32])[CH2:30][CH2:29][CH2:28]1.NCC(O)=O.[NH2:51][CH2:52][CH2:53][C:54]([OH:56])=[O:55]>>[Cl:23][C:24]1[C:37]([Cl:38])=[C:36](/[CH:39]=[C:40](/[N+:43]([O-:45])=[O:44])\[CH2:41][CH3:42])[CH:35]=[CH:34][C:25]=1[O:26][C:27]1([C:31]([NH:51][CH2:52][CH2:53][C:54]([OH:56])=[O:55])=[O:32])[CH2:30][CH2:29][CH2:28]1

Participants

Reactant 4

HCID 239Beta-Alanine

HCID 750Glycine

HCID 12290540HCID 12290540, compound

HCID 20135562HCID 20135562, compound

Product 1

HCID 20135571HCID 20135571, compound

Procedure

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

Workup

customthe reaction essentially

Sources & evidence

ORD record: ord-3b21a111a06b4e95862d9031aee72be0
Source dataset: uspto-grants-1988_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04751244

Reaction notes

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