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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282926Generated: November 1, 2026

Trifluoroacetic acid → methyl 4-({N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]glycyl}amino)-L-phenylalaninate

https://huagongshe.com/reaction/2282926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantmethyl N-(tert-butoxycarbonyl)-4-({N-[6-(2,5-dioxo-2,5-dihydro-1H pyrrol-1-yl)hexanoyl]glycyl}amino)-L-phenylalaninateHCID 89573429—
SolventDichloromethaneHCID 6344—
Productmethyl 4-({N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]glycyl}amino)-L-phenylalaninateHCID 89573222122.4%

Reaction Steps

To a solution of #251 (800 mg, 1.47 mmol, 1 eq.) in dichloromethane (16 mL) was added TFA (4.8 mL) at 0° C. The mixture was stirred at room temperature for 2 hours. The mixture was concentrated in vacuo. The residue was dissolved in water and filtered. The filtrate was lyophilized to afford #252 (800 mg, 97.5%) as a white solid. HPLC (Protocol Q3) [M+H+] 445.4, retention time=0.90 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09138486B2
Source datasetuspto-grants-2015_09
ORD IDord-7e963309f8c14d11ac021cb7ea9832e7
Source noteuspto-grants-2015_09