Exp200

== =Objective= To optimize the reaction from Exp099 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 (25mL each) of starting materials - [|Benzaldehyde] (5.077mL ) Furfurylamine (4.418mL), Boc-glycine (8.759g) and tert-butyl isocyanide (5.655mL). 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 - 0.07M, 0.2M and 0.4M reagent excess - 1.0 and 1.2 equivalents solvent (for 0.2 and 0.71 conc only): ethanol, acetonitrile, THF
 * Parameters to modify:**

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

[|map file] =Results= [|job file]

=Conclusion= The results of this experiment will have to be verified to confirm there reproducibility.

Log
[|Log] 13:24 Minimapper started the run with the blue miniblock (1st priming with methanol, addition of methanol to first 18 slots, then priming with ethanol, addition of ethanol to the next 12 filter tubes, then priming with acetonitrile, addition of CH3CN to the next 12 filter tubes, then priming with THF, addition of THF to the last 6 filter tubes, then priming with methanol again, addition of the first reagent (amine) to all 48 tubes, addition of benzaldehyde to all, addition of boc-glycine to all tubes and then addition of t-butyl isocyanide to all 48 filter tubes...and finally washing the canula with methanol....Methanol solutions left over from Exp199 were used (No new solution were made) 14:49 Minimapper completed the addition of solvents and reagents... 14:50 Transferred the miniblock from the mapper on to the shaker set at (410 rpm) 14:50 Removed the miniblock from the shaker and performed a parallel filtration. 15:05 Programed the minimapper to deliver methanol (1mL) to each filter tube. 15:30 After the addition of methanol, the miniblock was moved over to the shaker (600rpm) 15:45 Removed from the shaker and did a parallel filtration.. 16:00 Added methanol to each filter tube by auto addition with the minimapper. 16:25 After the addition of methanol, the miniblock was moved over to the shaker (600rpm) 16:40 Removed from the shaker and performed a parallel filtration.. 16:50 Left the miniblock connected to the house vac 17:30 The miniblock was removed from the vacuum line and placed in desiccator connected to high-vac. 21:30 Removed from the high vac..
 * 2008-07-14**
 * 2008-07-15**

=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)] ||