Starting Materials for the Synthesis of rac-PZQ

Published by Michael Wolfle on 5 January 2010 - 8:27am

Subject 

Request for Help

 
For an inexpensive route to rac-PZQ (and potentially the enantioenriched material), the relevant starting materials (below) are required. While prices may be obtained for these from commercial catalogues, we require realistic prices of these materials on a large (ton) scale to assess whether this approach to PZQ is economically viable. The starting materials are:
 

Reissert route chemicals:

   

Isoquinoline
    Isoquinoline
    (InChI=1/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H)
 
Cyclohexanoyl chloride
   Cyclohexanoyl chloride
   (InChI=1/C7H11ClO/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2)
 
 
Cyclohexanecarboxylic acid   Cyclohexane carboxylic acid
  (InChI=1/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9))
 
 
Example price from Sigma-Aldrich = US$59 for 500 g = 12 cents per gram. Bulk?
 
 
       Thionyl Chloride
       (InChI=1/Cl2OS/c1-4(2)3)
     
 
Chloroacetyl chloride
    Chloroacetyl chloride
    (InChI=1/C2H2Cl2O/c3-1-2(4)5/h1H2)
 
 
Cyanide sources:  KCN (InChI=1/CN.K/c1-2;/q-1;+1)
                      or    NaCN (InChI=1/CN.Na/c1-2;/q-1;+1)
 
 

Pictet-Spengler route chemicals:

 
  2-Phenylethanamine
  (InChI=1/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H2)
 
US$ 96 for 1 L (Sigma-Aldrich)
 
 
 

   2,2-Dimethoxyethanamine 
   (InChI=1/C4H11NO2/c1-6-4(3-5)7-2/h4H,3,5H2,1-2H3 )
  
US$ 532 for 500 mL (Sigma-Aldrich)
 
 

Comments

MatTodd's picture

This request has also been asked here. Any other suggestions welcome for routes to access quotes for bulk quantities of materials, or methods to start a bidding war...