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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277732Generated: November 2, 2026

Trifluoroacetic acid → (1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

https://huagongshe.com/reaction/2277732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(1S,9S)-tert-butyl 9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylateHCID 70663762—
SolventDichloromethaneHCID 6344—
Product(1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acidHCID 70663807—

Reaction Steps

To a solution of (1S,9S)-tert-butyl 9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylate (1.25 g, 3.52 mmol) dissolved into methylene chloride (10 ml) was added trifluoroacetic acid (10 ml). The reaction was stirred at room temperature for 1 h and concentrated in vacuo. Toluene (5 ml) was added and the reaction concentrated in vacuo to afford (1S,9S)-9-(methoxycarbonylamino)-6,10-dioxooctahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid as a white solid, (587 mg, 68%): ESI-LRMS m/e calcd for C12H17N3O6 [M+] 299. found 300 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133170B2
Source datasetuspto-grants-2015_09
ORD IDord-61adfed951f84c738325737733c06421
Source noteuspto-grants-2015_09