1359067-59-6

Basic information

• Product Name: C₂₅H₂₄N₂O₅
• Synonyms: C₂₅H₂₄N₂O₅
• CAS NO: 1359067-59-6
• Molecular Weight: 432.476
• Mol File: 1359067-59-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₅H₂₄N₂O₅(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₅H₂₄N₂O₅(1359067-59-6)
• EPA Substance Registry System: C₂₅H₂₄N₂O₅(1359067-59-6)

Safety Data

• Hazardous Substances Data: 1359067-59-6(Hazardous Substances Data)

Upstream product

• 1885-14-9 phenyl chloroformate 
• 130835-27-7 (R)-4-benzyl-3-(prop-2-enoyl)-1,3-oxazolidin-2-one 
• 79328-86-2 1-(phenoxycarbonyl)-1,2-dihydropyridine 

Relevant articles and documents

Asymmetric synthesis of isoquinuclidines by Diels-Alder reaction of 1,2-dihydropyridine utilizing a chiral Lewis acid catalyst

The chiral isoquinuclidine derivative, 2-azabicyclo[2.2.2]octane ring system, endo-(7R)-3 was obtained in good yield with excellent diastereoselectivity (up to 92% de) by Diels-Alder reaction of 1-(phenoxycarbonyl)-1,2-dihydropyridine 1 with N-acryloyl-(4S)-4- benzyloxazolidin-2-one (4S)-2 using titanium-(2R,3R)-TADDOLate 4 as a chiral Lewis acid catalyst in toluene at 0 °C. On the other hand, endo-(7S)-3 was obtained in good yield with excellent diastereoselectivity (up to 97% de) by Diels-Alder reaction of 1 with (4R)-2 using Cu(OTf)2/(4S,4′S)- bis(oxazoline) catalyst 8 as a chiral Lewis acid catalyst in dichloromethane at 0 °C. In these reactions, the choice of solvent and the combination of titanium-(2R,3R)-TADDOLate 4 {or Cu(II)/(4S,4′S)-bis(oxazoline) 8} and dienophile (4S)-2 {or (4R)-2} are very important. The stereochemistry of endo-(7R)-3 has been established to be (1R,4S,7R) and the reaction mechanism is proposed.