1239015-89-4

Basic information

• Product Name: (S)-4-benzyl-3-[(1aS,7bR)-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-3-carbonyl]oxazolidine-2-one
• CAS NO: 1239015-89-4
• Molecular Weight: 350.374
• Mol File: 1239015-89-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-4-benzyl-3-[(1aS,7bR)-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-3-carbonyl]oxazolidine-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-benzyl-3-[(1aS,7bR)-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-3-carbonyl]oxazolidine-2-one(1239015-89-4)
• EPA Substance Registry System: (S)-4-benzyl-3-[(1aS,7bR)-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-3-carbonyl]oxazolidine-2-one(1239015-89-4)

Safety Data

• Hazardous Substances Data: 1239015-89-4(Hazardous Substances Data)

Upstream product

• 139149-49-8 (S)-4-benzyloxazolidin-2-one-3-carbonyl chloride 
• 91-22-5 quinoline 
• 1239015-87-2 (S)-4-benzyl-3-(1,2-dihydroquinoline-1-carbonyl)oxazolidin-2-one 

Relevant articles and documents

Remote control of the C-3-C-4 double-bond epoxidation of a chiral 1,2-dihydroquinoline: Application to the synthesis of (-)-(r)-sumanirole (PNU-95666E)

A twelve-step synthesis of (-)-(R)-sumanirole starting from quinoline is described. The first synthetic approach, using a chiral Reissert adduct, was too problematic to be pursued further. In the second successful approach, the authors took advantage of the stereoselective epoxidation of a 1,2-dihydroquinoline bearing an Evans' chiral auxiliary at N-1. A twelve-step synthesis of (-)-(R)-sumanirole hydrochloride has been developed from quinoline. In the successful approach, the key reaction is a diastereoselective epoxidation of the C-3-C-4 double bond of a 1,2-dihydroquinoline bearing a chiral oxazolidinone-derived auxiliary at N-1.