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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383123Generated: November 1, 2026

L-Pyroglutamic Acid → HCID 20698877, compound

https://huagongshe.com/reaction/383123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Pyroglutamic AcidHCID 7405—
Reactant3-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 73026—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN-(4-Amino-2-phenylbenzoyl)methionine methyl esterHCID 18666758—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 20698877HCID 2069887779%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of L-pyroglutamic acid (49 mg, 0.38 mmol) in 5 mL of DMF was added 3-hydroxy,1,2,3-benzotriazin-4(3H)-one (62 mg, 0.38 mmol), (3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (58 mg, 0.30 mmol) and [4-amino-2-phenylbenzoyl-L-methionine methyl ester (90 mg, 0.38 mmol), prepared as in Example 192B, and the reaction mixture was stirred at 25° C. for 12 hours. The reaction mixture was taken up in ethyl acetate and washed with 10 mL 1N HCl, 5 mL satd aqueous NaHCO3 and brine (3×10 mL). The organic layer was dried over Na2SO4, filtered and evaporated. Purification by radial chromatography (2-5% methanol-ethyl acetate gradient) to give [4-(2-pyrrolidinone-5-ylcarbonylamino)-2-phenylbenzoyl]methionine methyl ester (92 mg, 79%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310095B1
Source datasetuspto-grants-2001_10
ORD IDord-86e730028bb3464b824f9ebfa6b1b1d7
Source noteuspto-grants-2001_10