191283-12-2

Basic information

• Product Name: (Z)-podophyllotoxone O-methyloxime
• Synonyms: (Z)-podophyllotoxone O-methyloxime
• CAS NO: 191283-12-2
• Molecular Weight: 441.438
• Mol File: 191283-12-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z)-podophyllotoxone O-methyloxime(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-podophyllotoxone O-methyloxime(191283-12-2)
• EPA Substance Registry System: (Z)-podophyllotoxone O-methyloxime(191283-12-2)

Safety Data

• Hazardous Substances Data: 191283-12-2(Hazardous Substances Data)

Upstream product

• 67-62-9 O-Methylhydroxylamin 
• 55515-07-6 (1α,2α,3α)-podophyllotoxin 
• 593-56-6 N-methoxylamine hydrochloride 
• 477-48-5 podophyllotoxone 

Downstream Products

• 155325-18-1 4β-amino-4-deoxy-epipodophyllotoxin 
• 155252-36-1 4α-acetamido-4-deoxypodophyllotoxin 
• 155325-21-6 4α-amino-4-deoxypicropodophyllotoxin 

Relevant articles and documents

Hemi-synthesis and biological activity of new analogues of podophyllotoxin

Various 4-analogues of podophyllotoxin and epipodophyllotoxin were obtained via the formation of the corresponding 4-keto derivatives. Methyloximation of podophyllotoxone, followed by subsequent catalytic hydrogenation, gave stereoselective access to 4-α-amino-4-deoxypodophyllotoxin and from there, to the corresponding acetamido and formamido derivatives. Base-catalyzed isomerisation of 4-α-amino-4-deoxypodophyllotoxin led to the corresponding picropodophyllin isomer while the 4-β-amino afforded a neopodophyllotoxin-like derivative. On the other hand, oxirane and hydroxymethyl-containing analogues were prepared from podophyllotoxin and 4-epi-4′-demethyl-podophyllotoxin, using a Takai olefination strategy. In the latter series, carboxaldehyde- and carboxylic acid-containing derivatives were also synthesized.