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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887768Generated: November 1, 2026

(-)-Mandelic acid → (2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide(R)-(-)-mandelate

https://huagongshe.com/reaction/1887768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-Mandelic acidHCID 11914—
Reactant(2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamideHCID 59620332—
SolventTolueneHCID 1140—
SolventIsopropanolHCID 3776—
Product(2R)-2-(2-amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide(R)-(-)-mandelateHCID 89723348—

Reaction Steps

(2R)-2-(2-Amino-2-methylpropanamido)-4-methyl-N-[2-oxo-8-(2-oxopyrrolidin-1-yl)-1-(thiophen-3-ylmethyl)-1,2,3,4-tetrahydroquinolin-3-yl]pentanamide (540 mg) was dissolved in toluene (5.4 mL), and a solution of D-(−)-mandelic acid (152 mg) in isopropanol (1.6 mL) was added thereto, followed by stirring at room temperature for 18 hours. The formed precipitates were recovered through filtration, washed with a mixture of toluene and isopropanol (1:1), and dried under reduced pressure, whereby the title compound (502 mg) was yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501772B2
Source datasetuspto-grants-2013_08
ORD IDord-4949177b8d0b44508281ae25318b9233
Source noteuspto-grants-2013_08