Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862591Generated: October 30, 2026

Methanol → (5S)-9-Bromo-5-[p-tert-butoxycarbonylaminomethyl-o-(1-carboxy-1-hydroxymethyl) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

https://huagongshe.com/reaction/862591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
Reactant(5S)-9-Bromo-5-[p-tert-butoxycarbonylaminomethyl-o-(1-methoxycarbonyl-1acetoxymethyl) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 131720488—
SolventSodium HydroxideHCID 14798—
Product(5S)-9-Bromo-5-[p-tert-butoxycarbonylaminomethyl-o-(1-carboxy-1-hydroxymethyl) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 13172048997.2%

Reaction Steps

A solution of (5S)-9-bromo-5-[p-tert-butoxycarbonylaminomethyl-o-(1-methoxycarbonyl-1-acetoxymethyl)phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (310 mg, 0.46 mmol) in a mixture of 1N aqueous sodium hydroxide (6 mL), THF (5 mL), and methanol (5 mL) was stirred for 6 h at room temperature. The mixture was concentrated to ca. 6 mL and acidified with 5% aqueous potassium hydrogen sulfate. The precipitates formed were collected and dried to give 276 mg of the title compound (97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05719152
Source datasetuspto-grants-1998_02
ORD IDord-7b0e9498b4804b1e960b0bf43e3a1fa0
Source noteuspto-grants-1998_02