HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-Mandelic acid | HCID 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]pentanamide | HCID 59620332 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Isopropanol | HCID 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)-(-)-mandelate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501772B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-4949177b8d0b44508281ae25318b9233 |
| Source note | uspto-grants-2013_08 |