151697-35-7

Upstream product

• 112968-75-9 (5R)-(L-menthyloxy)-2(5H)-furanone 
• 116097-18-8 6,7-methylenedioxy-1-(3',4',5'-trimethoxyphenyl)-2-benzopyran-3-one 

Downstream Products

• 151697-36-8 (5R,5aR,6R)-6-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8-tetrahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid 
• 151697-37-9 (5R,5aS,6R,8aR,9R)-6-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5-carboxylic acid 
• 151697-38-0 Acetic acid (5S,5aS,6R,8aR,9R)-6-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl ester 
• 173524-35-1 (-)-Methyl epipodophyllate 
• 151765-80-9 (5R,6R,7S,8S)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 151697-40-4 (5R,6R,7S,8R)-7-Formyl-8-hydroxy-5-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid methyl ester 
• 518-28-5 podofilox 

Relevant academic research and scientific papers

Asymmetric total synthesis of (-)-podophyllotoxin

(-)-Podophyllotoxin of 98% optical purity has been synthesized in eight steps and in 15% overall yield. The key step, Diels-Alder addition of the o-quinonoid pyrone 2 [6,7-methylenedioxy-1-(3,4,5-trimethoxyphenyl)-2-benzopyran-3-one] to the chiral dienophile 5 [5-(-)-menthyloxyfuran-2(5H)-one], proceeds with very high regio-, endo- and facial selectivity.