98369-20-1

Basic information

• Product Name: 6H-1,3-Dioxolo[6,7]naphtho[2,3-c]pyran-6-one,5,5a,8,9,9a,10-hexahydro-10-hydroxy-5-(3,4,- 5-trimethoxyphenyl)-,(5R,5aS,9aS,10R)-
• CAS NO: 98369-20-1
• Molecular Weight: 428.439
• Mol File: 98369-20-1.mol

Chemical Properties

• CAS DataBase Reference: 6H-1,3-Dioxolo[6,7]naphtho[2,3-c]pyran-6-one,5,5a,8,9,9a,10-hexahydro-10-hydroxy-5-(3,4,- 5-trimethoxyphenyl)-,(5R,5aS,9aS,10R)- (CAS DataBase Reference)
• NIST Chemistry Reference: 6H-1,3-Dioxolo[6,7]naphtho[2,3-c]pyran-6-one,5,5a,8,9,9a,10-hexahydro-10-hydroxy-5-(3,4,- 5-trimethoxyphenyl)-,(5R,5aS,9aS,10R)- (98369-20-1)
• EPA Substance Registry System: 6H-1,3-Dioxolo[6,7]naphtho[2,3-c]pyran-6-one,5,5a,8,9,9a,10-hexahydro-10-hydroxy-5-(3,4,- 5-trimethoxyphenyl)-,(5R,5aS,9aS,10R)- (98369-20-1)

Safety Data

• Hazardous Substances Data: 98369-20-1(Hazardous Substances Data)

Upstream product

• 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 
• 108448-52-8 (+)-4-O-(tert-butyldimethylsilyl)picropodophyllin 
• 101766-78-3 (5R,6S,7S,8R)-7-Carboxymethyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 
• 101766-77-2 (5R,6S,7S,8R)-7-Cyanomethyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 
• 518-28-5 podofilox 
• 303958-06-7 8-(tert-butyl-dimethyl-silanyloxy)-7-hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid 
• 303958-09-0 8-(tert-butyl-dimethyl-silanyloxy)-7-hydroxymethyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 303958-14-7 8-(tert-butyl-dimethyl-silanyloxy)-5-(3,4,5-trimethoxy-phenyl)-7-vinyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 303958-08-9 8-(tert-butyl-dimethyl-silanyloxy)-7-formyl-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 303958-07-8 9-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 303958-16-9 (5R,6S,7S,8R)-8-Hydroxy-7-(2-hydroxy-ethyl)-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 303958-15-8 (5R,6S,7S,8R)-8-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-7-vinyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 477-47-4 picropodophyllotoxin 
• 101766-79-4 (5R,5aS,9aS,10R)-10-Hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,9,9a,10-tetrahydro-5aH-1,3,7-trioxa-cyclopenta[b]anthracene-6,8-dione 

Relevant articles and documents

Synthesis of picropodophyllin homolactone

Based on a Wittig olefination strategy, the first synthesis of picropodophyllin homolactone 2 is described in nine steps and 30% overall yield from podophyllotoxine 1. The relative configuration of 2 was unambiguously determined using 2D NOESY NMR and a Monte Carlo search protocol. This work corrects the literature on the synthesis of 2. (C) 2000 Elsevier Science Ltd.

Synthesis of Podophyllotoxin and Related Analogues: Part I - Synthesis of Picropodophyllin Analogues with Expanded Lactone Ring

Nucleophilic attack of cyanide anion on podophyllotoxin (1) or on its C-2 epimer, picropodophyllin (2), furnishes the same cyano acid (3), which on hydrolysis with sodium hydroxide gives the dicarboxylic acid (4).Dehydration of 4 followed by reduction of