Exp191

=Objective= To repeat the optimization reaction conducted in Exp189 to make this [|Ugi product] using Mettler Toledo's automated Minimapper. Forty eight reactions are run in parallel using four reactant (2.0M in methanol) in different solvents / concentration. =Procedure= Make up 2M methanol solutions (50mL each) of starting materials - Benzaldehyde (10.550mL), Furfurylamine (8.837mL), Boc-glycine (17.518g) and tert-butyl isocyanide (11.310mL). The following are added in this order in a reaction tube equipped with a filtration frit 1) The additional solvent (200uL methanol) 2) The benzaldehyde solution 3) The Furfurylamine solution 4) The Boc-Glycine solution 5) The tert-butyl isocycanide solution

concentration - 0.5M, 0.25M and 0.1M reagent excess - 1.0 and 1.2 equivalents solvent (for 0.25 and 0.1 conc only): ethanol, acetonitrile, THF
 * Parameters to modify:**

This is 48 experiments total and they are listed in this  [|spreadsheet] =Results=

[|Job file].

=Discussion=

=Conclusion= The results are not meaningful because the liquid handler was not properly programmed.

Log
[|Log file1], [|log file 2] 14:20 Moved the miniblock from the mapper to the shaker and started shaking (600rpm) 15:30 Removed the miniblock from the shaker and drained excess solvents.. 16:00 Added methanol (1mL) to each reaction tube and set it on the shaker 16:20 Removed from the shaker, drained methanol, added more methanol (1mL) to each reaction tube again and set the miniblock on the shaker.. 16:50 Removed from the shaker and drained out methanol...left the miniblock connected to vacuum. 13:00 Removed from vacuum and added dichloromethane (2mL) to each reaction tube in the miniblock. 13:30 Set the block again on the shaker. 17:00 Removed from the shaker and drained the solution of the product and dichloromethane in to collecting tubes, connected to vacuum, inorder to remove excess dichloromethane. 15:00 Removed from under the house vac and placed it in a desiccator connected to a vacuum pump in ordesr to dry off the solvent completely. 19:00 Obtained the weights of the sample tubes with the products.
 * 2008-06-27**
 * 2008-06-28**
 * 2008-06-29**
 * 2008-06-30**

=Tags= 
 * Compound || [|Inchi Key] |||| [|Inchi] ||
 *  [|Furfurylamine] || [|DDRPCXLAQZKBJP]-[|UHFFFAOYAX] |||| [|InChI=1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2] ||
 * [|Benzaldehyde] || [|HUMNYLRZRPPJDN]-[|UHFFFAOYAE] |||| [|InChI=1/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H] ||
 * [|tert-butylisocynide] || [|FAGLEPBREOXSAC]-[|UHFFFAOYAL] |||| [|InChI=1/C5H9N/c1-5(2,3)6-4/h1-3H3] ||
 * [|Boc-Glycine] || [|VRPJIFMKZZEXLR]-[|UHFFFAOYAN] |||| [|InChI=1/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(​H,9,10)] ||
 * [|Ugi Product] || [|BXAOUWIVXLQYOZ]-[|UHFFFAOYAZ] |||| [|InChI=1/C24H33N3O5/c1-23(2,3)26-21(29)20(17-11-8-7-9-12-17)27(16- ​18-13-10-14-31-18)19(28)15-25-22(30)32-24(4,5)6/h7-14,20H,15-16H2​ ,1-6H3,(H,25,30)(H,26,29)] ||