139883-70-8

Basic information

• Product Name: (3S*,3aR*,9aS*,9bS*)-Octahydro-3-(2-benzyloxy)ethyl-1H-furo<3',4':4,5>isoxazolo<2,3-a>pyridin-1-one
• CAS NO: 139883-70-8
• Molecular Weight: 317.385
• Mol File: 139883-70-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3S*,3aR*,9aS*,9bS*)-Octahydro-3-(2-benzyloxy)ethyl-1H-furo<3',4':4,5>isoxazolo<2,3-a>pyridin-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S*,3aR*,9aS*,9bS*)-Octahydro-3-(2-benzyloxy)ethyl-1H-furo<3',4':4,5>isoxazolo<2,3-a>pyridin-1-one(139883-70-8)
• EPA Substance Registry System: (3S*,3aR*,9aS*,9bS*)-Octahydro-3-(2-benzyloxy)ethyl-1H-furo<3',4':4,5>isoxazolo<2,3-a>pyridin-1-one(139883-70-8)

Safety Data

• Hazardous Substances Data: 139883-70-8(Hazardous Substances Data)

Upstream product

• 4801-58-5 N-hydroxypiperidine 
• 139883-68-4 5-<2-benzyloxyethyl>-2(5H)-furanone 
• 34418-91-2 2,3,4,5-tetrahydropyridine N-oxide 

Relevant articles and documents

Stereochemical studies on the 1,3-dipolar cycloaddition of 3,4,5,6-tetrahydropyridine 1-oxide to 2(5H)-furanones

The 1,3-dipolar cycloaddition of 3,4,5,6-tetrahydropyridine 1-oxide, 1, to 2(5H)-furanones 2, 3, and 4 is investigated. Crucial nmr data are indicated to determine the conformational equilibria and stereochemistry of the adducts. The major products arise from exo transition states.

1,3-Dipolar Cycloadditions of 3,4,5,6-Tetrahydropyridine 1-Oxide to α,β-Unsaturated Lactones: Stereochemical Assignment and Conformational Analysis of the Products

We have investigated the 1,3-dipolar cycloaddition of nitrone 1 to seven, six, and five membered α,β-unsaturated lactones (2,3, and 4-6) and 2,5-dihydrofuran, 18.In all these reactions, exo adducts are obtained as major or exclusive products.To elucidate the stereochemistry of the obtained heterocyclic compounds, an accurate conformational analysis has been performed.Important differences in their conformational behavior in solution have been found as a function of the lactone ring size and the presence or absence of a carbonyl group.This study points out the existence of an attractive interaction between the nitrogen lone electron pair and a carbonyl group at a fitting distance, which induces the preference for the cis fusion of type E in the furanoic exo adducts (10,12,13,15, and 16).In all the other cases, where this distance is too long (7,8,9,11,14) or no carbonyl group is present in the molecule (20), the trans invertomers predominate.