143551-93-3

Upstream product

• 621-59-0 isovanillin 
• 168135-09-9 methyl (Z)-3-<3-<4-(3-t-butyldimethylsilylether-1-propenyl)phenoxy>-4-methoxyphenyl> propionate 
• 143551-92-2 methyl-3-<4-methoxy-<3-<4-(2-(hydroxymethyl)ethynyl)phenoxy>phenyl>>propanoate 
• 1122-91-4 4-bromo-benzaldehyde 
• 143551-88-6 (E)-3-[4-Methoxy-3-(4-nitro-phenoxy)-phenyl]-acrylic acid 
• 143551-91-1 3-[3-(4-Iodo-phenoxy)-4-methoxy-phenyl]-propionic acid methyl ester 
• 143551-89-7 3-[3-(4-Amino-phenoxy)-4-methoxy-phenyl]-propionic acid 
• 143551-90-0 3-[3-(4-Iodo-phenoxy)-4-methoxy-phenyl]-propionic acid 
• 143551-87-5 4-Methoxy-3-(4-nitro-phenoxy)-benzaldehyde 
• 100-00-5 4-chlorobenzonitrile 
• 168135-08-8 methyl-3-<3-<4-(3-t-butyldimethylsilylether-1-propynyl)phenoxy>-4-methoxyphenyl> propionate 
• 168135-07-7 3-(4-bromophenyl)-2-propyn-1-t-butyldimethylsilyl ether 
• 129150-61-4 3-(3-hydroxy-4-methoxyphenyl)-propionic acid methyl ester 
• 33458-10-5 1-bromo-4-(1,2-dibromoethyl)benzene 

Downstream Products

• 143551-94-4 (Z)-3-<3-<4-(3-hydroxy-1-propenyl)phenoxy>-4-methoxyphenyl> propionic acid 

Relevant academic research and scientific papers

A facile entry to the caffrane skeletals: Formal synthesis of Combretastatin D-2

Efficient synthesis of Combretastatin D-2, involving a selective reduction of a double bond over a triple bond and a high yielding Ullmann ether formation is described.

An Ullmann ether reaction involving an alkynyl substrate: A convergent route to a combretastatin intermediate

We found that we could employ a disubstituted alkynyl halide in an Ullmann ether reaction to produce the cis-alkene intermediate 3 of the combretastatin natural products.

Synthesis of Combretastatin D-2+

The synthesis of combretastatin D-2 methyl ether (2) by macrolactonization of hydroxy acid 11 under modified Mitsunobu conditions is described.In accord with the literature, attempts to cyclize 11 via various conventional macrolactonization methods failed.