178101-50-3

Upstream product

• 518-28-5 podofilox 
• 112711-16-7 (5R,5aR,8aR,9R)-9-((tert-butyldimethylsilyl)oxy)-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one 
• 178101-44-5 (5R,5aR,8aR,9R)-5a-Allyl-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 
• 178101-45-6 (5R,5aR,8aR,9R)-5a-Allyl-9-(tert-butyl-diphenyl-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 

Downstream Products

• 178101-53-6 (5R,5aR,8aS,9S)-5a-Allyl-9-azido-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 

Relevant academic research and scientific papers

Synthesis of sterically fixed podophyllotoxins

Podophyllotoxin and epi-podophyllotoxin derivatives (1/2) with an unsaturated side chain at C-5a were obtained by C-alkylation of protected derivatives of 1. The azide 3a afforded 4 in quantitative yield at 80°C. With pyridine/acetyl chloride, the latter yielded the rigid epi-podophyllotoxin derivative 7, whose structure was established by crystal structure analysis. All reported podophyllotoxin derivatives are less cytotoxic than podophyllotoxin (1a) itself. VCH Verlagsgesellschaft mbH, 1996.