176050-44-5

Basic information

• Product Name: 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)tetrahydrofuran-2-yl]-1,3-benzodioxole
• Synonyms: 1,3-benzodioxole, 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)tetrahydro-3,4-bis(methoxymethyl)-2-furanyl]-
• CAS NO: 176050-44-5
• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.4642
• Mol File: 176050-44-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 513.106°C at 760 mmHg
• Flash Point: 204.258°C
• Density: 1.173g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)tetrahydrofuran-2-yl]-1,3-benzodioxole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)tetrahydrofuran-2-yl]-1,3-benzodioxole(176050-44-5)
• EPA Substance Registry System: 5-[(2S,3S,4S,5R)-5-(3,4-dimethoxyphenyl)-3,4-bis(methoxymethyl)tetrahydrofuran-2-yl]-1,3-benzodioxole(176050-44-5)

Safety Data

• Hazardous Substances Data: 176050-44-5(Hazardous Substances Data)

Upstream product

• 853750-34-2 (2R,3S,4S,5S)-2-(3,4-dimethoxyphenyl)-3,4-bis(hydroxymethyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 
• 74-88-4 methyl iodide 
• 1094030-66-6 (2S,3R,4S,5S)-3,4-bis(hydroxymethyl)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 
• 1094030-51-9 (2R,3S,4R,5R)-3,4-bis(hydroxymethyl)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)tetrahydrofuran 
• 1201327-12-9 (7R,7'S,8R,8'S)-3',4'-dimethoxy-3,4-methylenedioxy-7,7'-epoxylignane-9,9'-diol 
• 1201329-68-1 (7R,7'R,8R,8'R)-3',4'-dimethoxy-3,4-methylenedioxylignane-9,9'-diol 
• 1201329-56-7 (7R,7'R,8S,8'S)-3',4'-dimethoxy-3,4-methylenedioxy-7,7'-epoxy-lignane-9,9'-diol 
• 1201326-78-4 (7R,7'R,8S,8'R)-3',4'-dimethoxy-3,4-methylenedioxy-7,7'-epoxylignane-9,9'-diol 
• 1201326-66-0 (7S,7'R,8R,8'R)-3',4'-dimethoxy-3,4-methylenedioxy-7,7'-epoxylignane-9,9'-diol 
• 1201327-00-5 (7S,7'S,8S,8'S)-3',4'-dimethoxy-3,4-methylenedioxylignane-9,9'-diol 
• 1201329-83-0 ((2S,3S,4R,5R)-2-(benzo[d][1,3]dioxol-5-yl)-5-(3,4-dimethoxyphenyl)tetrahydrofuran-3,4-diyl)dimethanol 
• 853750-58-0 (2S,3R,4R,5R)-[5-benzo[1,3]dioxol-5-yl-2-(3,4-dimethoxyphenyl)-4-hydroxymethyl-tetrahydrofuran-3-yl]-methanol 

Relevant articles and documents

Stereocontrolled Synthesis of trans/ cis-2,3-Disubstituted Cyclopropane-1,1-diesters and Applications in the Syntheses of Furanolignans

A new Michael addition/intramolecular alkylation sequence of (Z)-3-(2-bromo-3-arylacryloyl)oxazolidin-2-ones and malonates was developed. By a simple switch of the reaction conditions including the base promoter, solvent, and reaction temperature, both of the cis- and trans-isomers of a series of oxazolidinone-containing 2,3-disubstituted cyclopropane-1,1-diesters could be obtained in good-to-excellent yields and with an excellent diastereoselectivity. The utility of the cyclopropane products was demonstrated in the diastereoselective syntheses of (±)-urinaligran and a stereoisomer of (±)-virgatusin involving the AlCl3-promoted [3+2] annulation with veraldehyde or piperonal as the key step.

Access to enantiopure 2,5-diaryltetrahydrofurans - Application to the synthesis of (-)-virgatusin and (+)-urinaligran

The diastereoselective Mnm-promoted radical addition of (3- oxoesters 1 onto N-cinnamoyloxazolidinones 2 afforded 2,3- dihydrofurans 3. After catalytic hydrogenation of the C=C bond, followed by reductive removal of the chiral auxiliary, the re

Total synthesis of (+)-virgatusin via AlCl3-catalyzed [3+2] cycloaddition

The AlCl3-catalyzed cycloaddition of a donor-acceptor (don-acc) cyclopropane and piperonal succinctly provides the core of virgatusin in a selective, high-yielding manner. The Royal Society of Chemistry 2009.