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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887760Generated: November 2, 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/1887760

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—
SolventEthyl AcetateHCID 8857—
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 Conditions

Temperature70 °C

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 (542 mg) was dissolved in ethyl acetate (6.5 mL), and (R)-(−)-mandelic acid (141 mg) was added thereto. The mixture was stirred at 70° C. for 10 minutes, and then left to stand to cool to room temperature. The formed precipitates were recovered through filtration, washed with ethyl acetate, and dried under reduced pressure, whereby the title compound (589 mg) was yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501772B2
Source datasetuspto-grants-2013_08
ORD IDord-58fa7b80c0f14491ae87c54c98c8bfbc
Source noteuspto-grants-2013_08