2-[4-(2-Hydroxyiminocyclopentan-1-ylmethyl)phenyl]propionic Acid → HCID 178460346, compound

HRID 971870Notes

Reaction equation

HRID 971870 reaction equation
[OH:1][N:2]=[C:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1.[NH2:20][C@H:21]([C:29]([OH:31])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:28])[NH2:27]>CC(C)=O.O>[NH2:20][C@H:21]([C:29]([OH:31])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:27])[NH2:28].[OH:1][N:2]=[C:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 737697752-[4-(2-Hydroxyiminocyclopentan-1-ylmethyl)phenyl]propionic AcidHCID 178418600HCID 178418600, compound

Product 1

HCID 178460346HCID 178460346, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Procedure

To a solution of 0.87 g of 2-[4-(2-hydroxyiminocyclopentan-1-ylmethyl)phenyl]propionic acid in 10 ml of acetone were added 5 ml of water and subsequently a solution of 0.58 g of L-arginine in 10 ml of water, and the mixture was allowed to stand for 1 hour. To the reaction mixture was then added 10 ml of acetone and allowed to stand affording 1.4 g of the desired compound as colorless prisms, m.p. 193°-196° C. (decomp.).

Sources & evidence

ORD record
ord-fde5ad86f4994b70895a9acb9d05def8
Source dataset
uspto-grants-1979_07
Patent number
US04161538

Reaction notes

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