6258-41-9

Upstream product

• 6258-32-8 (dl)-5-(3,4,5-trimethoxyphenyl)-8a,9-dihydrofuro[3′,4’:6,7]-naphtho[2,3-d][1,3]dioxol-6(8H)-one 
• 477-47-4 picropodophyllotoxin 
• 518-28-5 podofilox 
• 477-51-0 (5S,5aS,8aR)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3′,4’:6,7]naphtho[2,3-d][1,3]-dioxol-6(5aH)-one 
• 157918-91-7 (8R,8aS,9R)-9-Hydroxy-8-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-5-(3,4,5-trimethoxy-phenyl)-8a,9-dihydro-8H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 
• 477-51-0 deoxypodophyllotoxin 
• 178446-74-7 6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2,3-diyldimethanol 
• 17187-81-4 (+)-isodeoxypodophyllotoxin 
• 98449-73-1 (6-(1,3)-dithian-2-yl-benzo[d][1,3]dioxol-5-yl)(3,4,5-trimethoxyphenyl)methanol 
• 2955-22-8 6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthoic anhydride 
• 74879-25-7 -3,4-methylenedioxybenzaldehyde dimethyl acetal 
• 144539-72-0 4-Benzo[1,3]dioxol-5-ylmethyl-3-[hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-dihydro-furan-2-one 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 80483-34-7 4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one 

Downstream Products

• 178446-74-7 6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)naphthalene-2,3-diyldimethanol 
• 859072-49-4 5-(3,4,5-trimethoxy-phenyl)-naphtho[2,3-d][1,3]dioxole-6,7-dicarboxylic acid 

Relevant academic research and scientific papers

New nitrogen derivatives of podophyllotoxin and a novel access to dehydroanhydropicropodophyllin

The new compounds podophyllotoxone oxime (3) and epipodophyllotoxin azide (5) were prepared. The known dehydroanhydropicropodophyllin (6) was unexpectedly obtained from podophyllotoxin (1) by treatment with TMSCl/NaI/MeCN.

Concise synthesis of (+)-β- and γ-apopicropodophyllins, and dehydrodesoxypodophyllotoxin

Herein, we present an expeditous synthesis of bioactive aryldihydronaphthalene lignans (+)-β- and γ-apopicropodophyllins, and arylnaphthalene lignan dehydrodesoxypodophyllotoxin. The key reaction is regiocontrolled oxidations of stereodivergent aryltetralin lactones, which were easily accessed from a nickel-catalyzed reductive cascade approach developed in our group.

Synthesis of biaryls via palladium-catalyzed [2+2+2] cocyclization of arynes and diynes: Application to the synthesis of arylnaphthalene lignans

A novel method for construction of biaryls via palladium(0)-catalyzed [2 + 2 + 2] cocyclization of diynes and arynes was developed. By this [2+2+2] cocyclization, various arylnaphthalene derivatives, including a sterically hindered 2,2′-disubstituted-1,1′

Regiocontrolled benzannulation of diaryl(gem-dichlorocyclopropyl)methanols for the synthesis of unsymmetrically substituted α-arylnaphthalenes: Application to total synthesis of natural lignan lactones

(Chemical Equation Presented) An efficient synthesis of highly substituted α-arylnaphthalene analogues has been developed utilizing Lewis acid-promoted regiocontrolled benzannulation of aryl(aryl′)-2,2- dichlorocyclopropylmethanols (aryl ≠ aryl′; abbrevia

In vivo immunosuppressive activity of some cyclolignans

Several podophyllotoxin-related cyclolignans, either lacking the lactone ring or the methylenedioxy grouping, have been prepared and evaluated for their immunosuppressive (IMS) activity in the mouse allogeneic MLR in vitro test and in the in vivo techniqu

Novel selective PDE IV inhibitors as antiasthmatic agents. Synthesis and biological activities of a series of 1-aryl-2,3- bis(hydroxymethyl)naphthalene lignans

A series of 1-aryl-2,3-bis(hydroxymethyl)naphthalene lignans have been synthesized and evaluated for their ability to selectively inhibit PDE IV isolated from guinea pig. Replacement of the 1-phenyl ring by a pyridone ring led to marked improvement of the

An asymmetric synthesis of isopodophyllotoxin

(-)-Isopodophyllotoxin has been synthesised by a route involving an asymmetric Diels Alder reaction between (5R)-menthyloxy-2(5II)-furanone and an arylisobenzofuran. Raney nickel reduction of the major adduct affords 10- menthyloxyisopicropodophyllin whic

An insight into the t-butylbromide - Dimethyl sulfoxide reagent: A novel application in lignan total synthesis

A novel aromatisation sequence initiated by the t-butylbromide - dimethyl sulfoxide reagent is presented. The unprecedented conversion of the dithianes 1 and 3 to the aryl sulfides 6 and 7 has lead to the synthesis of the naturally occuring 9-deoxyarylnap

Synthesis and biological activity of bromolignans and cyclolignans

Nine lignan derivatives (4-12) have been obtained from (-)-yatein by treatment with DDQ and NBS. They showed moderate antineoplastic activity (P-388, A-549, HT-29) compared with podophyllotoxin, but some of them have a better therapeutic index. None of the tested compounds shows antiviral (HSV-1, VSV) or enzyme inhibitor (ADA, DHFR, GST) activities.