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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 323893Erstellt: 25. Oktober 2026

(RS)-Clopidogrel → 2-chlorophenyl(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester (-)-camphorsulfonic acid salt

https://huagongshe.com/reaction/323893

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(RS)-ClopidogrelHCID 2806—
Edukt10-Camphorsulfonic acid monohydrateHCID 12265362—
LösungsmittelAcetoneHCID 180—
Produkt2-chlorophenyl(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester (-)-camphorsulfonic acid saltHCID 1561439988%

Reaktionsschritte

32 g (0.0994 mol) of (2-chlorophenyl)(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetic acid methyl ester is dissolved in 150 ml of acetone and to the solution 9.95 g (0.0397 mol) of laevorotatory 10-camphorsulfonic acid monohydrate is added. The homogenous reaction mixture is allowed to stay at room temperature. After 48 hours a few crystals appear. The mixture is concentrated by evaporation to 50 ml and allowed to stay at room temperature for 24 hours. The resulting crystals are filtered off, washed with acetone and dried. The crystals thus obtained are dissolved again in a very small amount (50 ml) of hot acetone and after cooling the crystals are filtered off, washed with acetone and dried. Thus the title compound is obtained. Yield: 88%. Mp.: 165° C. [α]20D=+24° (c=1.68 g/100 ml; methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06215005B1
Quelldatensatzuspto-grants-2001_04
ORD IDord-e717ee0e6ce142ffa3a09e6b570b643e
Quellennotizuspto-grants-2001_04