4375-06-8

Basic information

• Product Name: Epipicropodophyllin
• CAS NO: 4375-06-8
• Molecular Weight: 414.412
• Mol File: 4375-06-8.mol

Chemical Properties

• CAS DataBase Reference: Epipicropodophyllin(CAS DataBase Reference)
• NIST Chemistry Reference: Epipicropodophyllin(4375-06-8)
• EPA Substance Registry System: Epipicropodophyllin(4375-06-8)

Safety Data

• Hazardous Substances Data: 4375-06-8(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 127-09-3 sodium acetate 
• 4375-07-9 epipodophyllotoxin 
• 477-67-8 epipicropodophyllinic acid 
• 1180-35-4 epipodophyllotoxin acetate 
• 13311-04-1 9r-(Tetrahydro-<2>pyranyloxy)-5c-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydro-8H-furo<3',4':6,7>naphtho<2,3-d>(1,3)-dioxol-6-on 
• 75-08-1 ethanethiol 
• 120-57-0 piperonal 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 86301-75-9 dimethyl 4-(3,4-trans)-hydroxy-6,7-(methylenedioxy)-1-(1,2-cis)-(3',4',5'-trimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene-2,3-cis-dicarboxylate 
• 477-67-8 (+/-)-isopodophyllinic acid 
• 1256-91-3 methyl isopicropodophyllate 
• 74879-22-4 6-bromobenzo-1,3-dioxole-5-carboxaldehyde dimethyl acetal 
• 74879-25-7 -3,4-methylenedioxybenzaldehyde dimethyl acetal 

Downstream Products

• 78216-00-9 acetyl-epipicropodophyllotoxin 
• 78216-01-0 benzoylepipicropodophyllin 
• 344585-17-7 α-apopicropodophyllotoxin 
• 477-47-4 picropodophyllotoxin 
• 245321-94-2 picropodophyllotoxin ethyl ether 
• 154462-13-2 epipicropodophyllol 
• 105655-99-0 1-O-(2-deoxy-2-dimethylamino-β-L-glucopyranosyl)-<(+)-1-epipodophyllotoxin> 
• 105655-99-0 1-O-(2-deoxy-2-dimethylamino-β-D-glucopyranosyl)-<(+)-1-epipodophyllotoxin> 
• 105655-99-0 1-O-(2-deoxy-2-dimethylamino-β-L-glucopyranosyl)-<(-)-1-epipodophyllotoxin> 
• 105655-99-0 1-O-(2-deoxy-2-dimethylamino-β-D-glucopyranosyl)-<(-)-1-epipodophyllotoxin> 
• 112246-50-1 1-O-(β-L-glucopyranosyl)-<(+)-1-epipodophyllotoxin> 
• 112246-48-7 (5S,5aS,8aS,9R)-9-((2R,4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 112246-49-8 1-O-(β-L-glucopyranosyl)-<(-)-1-epipodophyllotoxin> 
• 112317-52-9 1-O-(2-amino-2-deoxy-β-L-glucopyranosyl)-<(+)-1-epipodophyllotoxin> 

Relevant articles and documents

ACETYLATED LIGANDS FROM JUNIPERUS SABINA

Key Word Index--Juniperus sabina; Cupressaceae; lignans; acetyl-epipodophyllotoxin; acetyl-epipicropodophyllotoxin.Abstract--Two new natural products, the acetates of epipodophyllotoxin and epipicropodophyllotoxin, were isolated from the lignan fraction of a n-hexane extract of the leaves of Juniperus sabina, along with deoxypodophyllotoxin, deoxipicropodophyllotoxin, (-)-deoxypodorhizon, β-peltatin A methyl ether and picropodophyllotoxin.

Silenes in organic synthesis: A concise synthesis of (±)-epi- picropodophyllin

A concise, seven step synthesis of the aryl tetralin lignan lactone epi-picropodophyllin from piperonal is described. The key steps are a silene diene Diels-Alder reaction and the Hosomi-Sakurai reaction of the resultant silacyclohexene. The Royal Society

A concise stereocontrolled formal total synthesis of (+/-)-podophyllotoxin using sulfoxide chemistry.

A short stereoselective formal total synthesis of (+/-)-podophyllotoxin has been carried out from a sulfoxide, using a one-pot tandem conjugate addition/aldol/electrophilic aromatic substitution reaction to form a tetralin, which was converted into picrop

Efficient enantioselective total synthesis of (-)-epipodophyllotoxin

In only twelve steps the total synthesis of (-)-epipodophyllotoxin (2) has been completed starting from commercially available piperonal (1). The first stereo-center was formed under auxilary control, while the following epoxidation and radical cyclization proceeded with outstanding diastereoselectivity, which enabled the target molecule to be isolated in an overall yield of 30% and with 97% ee.

A Mild Method for Selective Cleavage of Tetrahydropyranyl Ethers in the Presence of Other Acid-Labile Functionalities

A mild method for selective cleavage of tetrahydropyranyl ethers in the presence of other acid sensitive functionalities such as acetonides, methoxymethyl ethers, methylenedioxy ethers, mesitylaldehyde acetals and t-butyldimethylsilyl ethers using Lewis acid-thiol system is described.

Synthesis of Podophyllum Lignans via an Isolable o-Quinonoid Pyrone

The 2-benzopyran-3-one 10 is a stable, isolable and useful Diels-Alder diene; its methyl 4-benzoyloxycrotonate adduct 23 formed regioselectively and stereoselectively in acetonitrile is reduced with H2/Pd to give 31 with inversion of C-1 stereochemistry.T

Synthesis of (+/-)-4-Deoxypodophyllotoxin, (+/-)-Podophyllotoxin and (+/-)-Epipodophyllotoxin

6,7-Methylenedioxy-1-(3',4',5'-trimethoxyphenyl)-2-benzopyran-3-one 1 and dimethyl fumarate in acetonitrile give mostly the C-2 exo-CO2Me adduct 4 which is transformed in four steps into epipodophyllotoxin 10a.Attempted addition of dimethyl maleate to 1 p

Comprehensive Synthetic Route to Eight Diastereomeric Podophyllum Lignans

An oxabicyclo compound, 9, prepared in 47percent yield through an isobenzofuran intermediate was converted with excellent regio- and stereocontrol to eight (+/-)-lignan lactones of the podophyllotoxin series.One of the eight, epiisopicropodophyllin, 36, t