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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887764Generated: October 31, 2026

Sodium Chloride → HCID 59620371, compound

https://huagongshe.com/reaction/1887764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium HydroxideHCID 14798—
ReactantIsobutyl chloroformateHCID 62365—
ReactantD-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, monohydrateHCID 2724763—
ReactantHCID 86649074HCID 86649074—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductHCID 59620371HCID 59620371—

Reaction Conditions

Temperature5 °C

Reaction Steps

N-tert-Butoxycarbonyl-D-leucine monohydrate (25.00 g) was dissolved in tetrahydrofuran (224 mL), and triethylamine (20.30 g) and isobutyl chlorocarbonate (13.06 g) were sequentially added thereto at 5° C. or lower under cooling on ice. To the mixture was added 3-amino-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-3,4-dihydroquinolin-2(1H)-one D-(−)-tartrate (44.80 g) in an aqueous sodium hydroxide solution (a mixture of 25% aqueous sodium hydroxide solution (14.58 g) and water (89.6 g)) at 5° C. or lower. The mixture was stirred for 10 minutes under cooling on ice, and then the temperature was raised to room temperature. Saturated aqueous sodium chloride solution (44.8 g) was added to the reaction mixture to partition the mixture, and the aqueous layer was further extracted with tetrahydrofuran (224 mL). The organic layers were combined, and the combined organic layer was concentrated to half volume, whereby a solution of the title compound in tetrahydrofuran was yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501772B2
Source datasetuspto-grants-2013_08
ORD IDord-fe1056fefd9c429791b9267246444dd4
Source noteuspto-grants-2013_08