117097-47-9

Basic information

• Product Name: (-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene
• Synonyms: (-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene
• CAS NO: 117097-47-9
• Molecular Weight: 542.701
• Mol File: 117097-47-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene(117097-47-9)
• EPA Substance Registry System: (-)-(1R,2S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-1,2-dihydronaphtalene(117097-47-9)

Safety Data

• Hazardous Substances Data: 117097-47-9(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 32384-13-7 α-apopicropodophyllic acid 
• 477-52-1 beta-Apopicropodophyllin 

Downstream Products

• 518-28-5 podofilox 
• 477-47-4 picropodophyllotoxin 
• 477-48-5 (5aR,8aS,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione 
• 117097-50-4 (-)-(1R,2S,3S)-1-(3,4,5-trimethoxyphenyl)-2-(methoxycarbonyl)-3-<<(tert-butyldimethylsilyl)oxy>methyl>-6,7-(methylenedioxy)-2,3-dihydro-4(1H)-naphtalenone 
• 117179-02-9 (-)-3-(hydroxymethyl)picropodophyllone 
• 108448-52-8 (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin 
• 112711-16-7 (5R,5aR,8aR,9R)-9-((tert-butyldimethylsilyl)oxy)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one 

Relevant articles and documents

Asymmetric Total Synthesis of (-)-Podophyllotoxin

Using a diastereoselective addition of the appropriate aryllithium to a naphtalene-containing chiral oxazoline leads to advanced intermadiate 11 in the podophyllotoxin series.The latter is obtained in a 92:8 de.Transformation of the oxazoline moiety to the requisite lactone 18 followed by invoking the Kende route to the target gave natural (-)-podophyllotoxin in 94 percent ee.The overall yield of the sequence, accomplished in 24 steps, was 5 percent.