202645-40-7

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 105515-33-1 (2E)-3-(4-bromophenyl)prop-2-en-1-ol 
• 24393-53-1 ethyl (E)-3-(4-bromophenyl)-2-propenoate 
• 157035-13-7 (E)-1-(3-(benzyloxy)prop-1-en-1-yl)-4-bromobenzene 

Downstream Products

• 157035-17-1 3-(3-{4-[3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenoxy}-4-methoxy-phenyl)-propionic acid ethyl ester 
• 157035-18-2 3-(3-{4-[3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenoxy}-4-methoxy-phenyl)-propionic acid 
• 157035-19-3 3-(3-{4-[2-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-propyl]-phenoxy}-4-methoxy-phenyl)-propionic acid 
• 157035-16-0 [1-Benzyloxymethyl-2-(4-bromo-phenyl)-ethoxy]-tert-butyl-dimethyl-silane 
• 126191-23-9 combretastatin D-2 
• 157035-15-9 O-benzyl-3-(4-bromophenyl)-2-hydroxypropanol 

Relevant academic research and scientific papers

Total synthesis of combretastatins D

The 15-membered caffrane ring of the natural product group of combretastatins D is synthesized in high yield with suitably functionalized saturated seco acids. The key step is a Mitsunobu-type macrolactonization. A common synthon is used for the construct

Synthesis of combretastatin D-2. An efficient route to caffrane macrolactones

Combretastatin D-2, (1), was synthesized via a 10 step sequence. Macrolactonization was performed saturated substrate 12 in high yield and the double bond was established via dehalogenation of intermediate 15.