295337-56-3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 17136-46-8 methyl (2S)-3-hydroxy-2-{[(4-methylphenyl)sulfonyl]amino}propanoate 
• 295337-53-0 2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester 
• 294844-18-1 (S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-(toluene-4-sulfonylamino)-propionic acid methyl ester 
• 194861-23-9 2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran 
• 295337-54-1 2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester 
• 295337-51-8 2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester 
• 295337-49-4 N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide 
• 295337-47-2 N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-hydroxy-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide 
• 294844-19-2 (S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester 
• 295337-92-7 N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-hydroxymethyl-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide 

Relevant academic research and scientific papers

Design of an organic sequence suitable for the solid phase combinatorial synthesis of libraries of macro-heterocycles

The solid as well as solution phase synthesis of two 14-membered macro- heterocycles is reported. The macrocycles are built out of four or three major building blocks and contain serine, a trans alkene and the malonate unit inside the framework. The macrocyclization was an SN2 reaction between a nucleophilic malonate anion and an allylic chloride leaving group. The first macrocycle, an ether, was obtained with an overall yield of 8% for the eleven steps on solid support similar to the 11% yield in solution. The overall yield for the second target macrolactone was 45% on solid phase for the six steps and was higher than in solution (35%). The stability of the DHP linker to various reagents and reactions conditions is noteworthy. (C) 2000 Published by Elsevier Science Ltd.