183853-60-3

Basic information

• Product Name: (R)-3-(3-Benzo[1,3]dioxol-5-yl-propionyl)-4-benzyl-oxazolidin-2-one
• CAS NO: 183853-60-3
• Molecular Weight: 353.375
• Mol File: 183853-60-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-3-(3-Benzo[1,3]dioxol-5-yl-propionyl)-4-benzyl-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(3-Benzo[1,3]dioxol-5-yl-propionyl)-4-benzyl-oxazolidin-2-one(183853-60-3)
• EPA Substance Registry System: (R)-3-(3-Benzo[1,3]dioxol-5-yl-propionyl)-4-benzyl-oxazolidin-2-one(183853-60-3)

Safety Data

• Hazardous Substances Data: 183853-60-3(Hazardous Substances Data)

Upstream product

• 2815-95-4 3-(1,3 benzodioxol-5-yl)propionic acid 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 2373-80-0 3,4-methylenedioxy-trans-cinnamic acid 

Relevant articles and documents

Asymmetric synthesis of lignans using oxazolidinones as chiral auxiliaries

A simple procedure for the asymmetric synthesis of lignans via chiral β-benzyl-γ-butyrolactones has been developed. The key benzylbutyrolactone intermediates were efficiently synthesized using a six-step procedure, starting from 3,4-(methylenedioxy)cinnamic acid. The key step in this sequence was a highly diastereoselective alkylation of an N-acyloxazolidinone enolate. The resulting β-benzyl-γ-butyrolactones were subsequently transformed into the benzylidene lignans gossypifan and savinin (hibalactone) via aldol condensation-dehydration reactions, and into the dibenzylbutyrolactone lignan 4′-demethylyalein, through alkylation. Oxidation of 4′-demethylyatein with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) afforded cis- and trans-benzylidenebenzylbutyrolactones, whereas oxidation with DDQ/TFA gave 4′-demethyl-deoxyisopodophyllotoxin.