55515-07-6

Basic information

• Product Name: Isopicropodophyllone
• Synonyms: Isopicropodophyllone;(5aS)-5a,6,8aβ,9-Tetrahydro-9α-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-5,8-dione
• CAS NO: 55515-07-6
• Molecular Formula: C₂₂H₂₀O₈
• Molecular Weight: 412.3894
• Mol File: 55515-07-6.mol
• Article Data: 35

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Isopicropodophyllone(CAS DataBase Reference)
• NIST Chemistry Reference: Isopicropodophyllone(55515-07-6)
• EPA Substance Registry System: Isopicropodophyllone(55515-07-6)

Safety Data

• Hazardous Substances Data: 55515-07-6(Hazardous Substances Data)

Upstream product

• 16481-54-2 podophyllotoxin-7′-O-β-D-glucopyranoside 
• 518-28-5 podofilox 
• 101707-95-3 Benzo[1,3]dioxol-5-yl-(tert-butyl-dimethyl-silanyloxy)-acetonitrile 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 56579-86-3 2-(3,4-methylenedioxyphenyl)-1,3-dithiane 
• 90359-54-9 3,4-methylenedioxycinnamyl 3-(3,4,5-trimethoxyphenyl)acrylate 
• 620116-56-5 (5S,5aS,8aR,9R)-5-(Dimethyl-phenyl-silanyl)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5a-carboxylic acid allyl ester 
• 620116-55-4 (5S,6S)-5-(Dimethyl-phenyl-silanyl)-6-(3,4,5-trimethoxy-phenoxythiocarbonyloxymethyl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid allyl ester 
• 620116-47-4 9-(tert-butyl-dimethyl-silanyloxy)-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 
• 620116-46-3 thiocarbonic acid O-[5-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydro-naphtho[2,3-d][1,3]dioxol-6-ylmethyl] ester O-(3,4,5-trimethoxy-phenyl) ester 
• 620116-51-0 (5S,6S)-5-(Dimethyl-phenyl-silanyl)-6-((S)-4-isopropyl-4,5-dihydro-oxazol-2-yl)-5,6-dihydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid allyl ester 
• 620622-68-6 podophyllotoxin 
• 620116-54-3 (5S,6S)-5-(Dimethyl-phenyl-silanyl)-6-hydroxymethyl-5,6-dihydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid allyl ester 
• 620116-53-2 (5S,6S)-5-(Dimethyl-phenyl-silanyl)-6-formyl-5,6-dihydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid allyl ester 

Downstream Products

• 55515-07-6 (1α,2α,3α)-podophyllotoxin 
• 157904-78-4 <5R-(5α,6α)>-5,6,7,8-tetrahydro-7-methylidene-8-oxo-5-(3,4,5-trimethoxyphenyl)naphtho<2,3-d><1,3>dioxole-6-carboxylic acid 
• 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 
• 4375-07-9 epipodophyllotoxin 
• 518-28-5 podofilox 
• 172096-08-1 [(3aR,4R,5R)-2-Phenyl-5-(3,4,5-trimethoxy-phenyl)-3,3a,4,5-tetrahydro-2H-7,9-dioxa-1,2-diaza-dicyclopenta[a,g]naphthalen-4-yl]-methanol 
• 138935-77-0 4-Hydroxy-3-methyl-6,7-(methylenedioxy)-1-(3,4,5-trimethoxyphenyl)-2-naphthoic acid 
• 121976-16-7 (3aR)-2-phenyl-5c-(3,4,5-trimethoxy-phenyl)-(3ar)-3,3a,4,5-tetrahydro-2H-[1,3]dioxolo[4',5':4,5]benzo[1,2-g]indazole-4c-carboxylic acid 

Relevant articles and documents

Synthesis and In Vitro Anticancer Activity of Triazolyl Analogs of Podophyllotoxin, a Naturally Occurring Lignin

Abstract: A series of triazolyl-modified podophyllotoxin analogs have been designed and synthesized by utilizing Huisgen 1,3-dipolar cycloaddition in order to develop potent antitumor agents. The synthesized analogs were assessed for in vitro anticancer a

Scalable Aerobic Oxidation of Alcohols Using Catalytic DDQ/HNO3

A selective, practical, and scalable aerobic oxidation of alcohols is described that uses catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and HNO3, with molecular oxygen serving as the terminal oxidant. The method was successfully applied to the oxidation of a wide range of benzylic, propargylic, and allylic alcohols, including two natural products, namely, carveol and podophyllotoxin. The conditions are also applicable to the selective oxidative deprotection of p-methoxybenzyl ethers.

Asymmetric Chemoenzymatic Synthesis of (?)-Podophyllotoxin and Related Aryltetralin Lignans

(?)-Podophyllotoxin is one of the most potent microtubule depolymerizing agents and has served as an important lead compound in antineoplastic drug discovery. Reported here is a short chemoenzymatic total synthesis of (?)-podophyllotoxin and related aryltetralin lignans. Vital to this approach is the use of an enzymatic oxidative C?C coupling reaction to construct the tetracyclic core of the natural product in a diastereoselective fashion. This strategy allows gram-scale access to (?)-deoxypodophyllotoxin and is readily adaptable to the preparation of related aryltetralin lignans.