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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085023Generated: November 1, 2026

Trifluoroacetic acid → N-[(5S)-3,9,10,11-Tetramethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]-2-[2-aminoacetylamino]acetamide

https://huagongshe.com/reaction/2085023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-[(5S)-3,9,10,11-tetramethoxy-6,7-dihydro-5H-dibenzo [a,c]cyclohepten-5-yl]-2-[2-(butoxycarbonylamino)acetylamino]acetamideHCID 69732781—
SolventDichloromethaneHCID 6344—
ProductN-[(5S)-3,9,10,11-Tetramethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]-2-[2-aminoacetylamino]acetamideHCID 988961765%

Reaction Steps

A solution of N-[(5S)-3,9,10,11-tetramethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]-2-[2-(butoxycarbonylamino)acetylamino]acetamide (0.9 g; 0.64 mmol) in dichloromethane (6 ml) was treated with TFA (6 ml) at ambient temperature for 0.5 hour. After evaporation to dryness, the residue was neutralised to pH 6.5 with solid sodium hydrogen carbonate and purified on reverse phase silica eluting with a gradient of 30-40% methanol/ammonium carbonate buffer (2 g/1, pH 7). The appropriate fractions were evaporated to dryness and triturated in ether to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720323B2
Source datasetuspto-grants-2004_04
ORD IDord-b2a99282a9e041adafd6528a09e969bb
Source noteuspto-grants-2004_04