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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 627129Erstellt: 25. Oktober 2026

(2S,5R)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-2-carbamoyl-3-methyl-5,6-dihydropyridine-1(2H)-carboxylate → (2S,5R)-5-(N-(allyloxy)-2-nitrophenylsulfonamido)-3-methyl-1,2,5,6-tetrahydropyridine-2-carboxamide

https://huagongshe.com/reaction/627129

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(2S,5R)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-2-carbamoyl-3-methyl-5,6-dihydropyridine-1(2H)-carboxylateHCID 89852450—
KatalysatorZinc bromideHCID 10421208—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S,5R)-5-(N-(allyloxy)-2-nitrophenylsulfonamido)-3-methyl-1,2,5,6-tetrahydropyridine-2-carboxamideHCID 8985208891%

Reaktionsschritte

(2S,5R)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-2-carbamoyl-3-methyl-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 83, 2.785 g, 5.61 mmol) and zinc(II) bromide (2.53 g, 11.22 mmol) was added DCM (10 mL) and stirred at rt overnight. The reaction mixture was diluted with dichloromethane and washed with saturated sodium bicarbonate and brine. The organics were dried over magnesium sulfate, filtered and concentrated to afford the desired product (2.015 g, 91%) as a beige foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309245B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-bb8cd7d1b8094c849b4cf50c21b64855
Quellennotizuspto-grants-2016_04