Exp134

= = =Objective= To synthesize four different Ugi adducts following the EXPLAN005. The compounds will contribute toward a library for enoyl reductase inhibitors. (**//link to specific library//**) The densities in this table were obtained from Chemspider.com.
 * **Comp ID**/ **Lib Rank** || **Aldehyde** || **Amine** || **Carboxylic Acid** || **Isocyanide** || **Ppt Yes/No** ||
 * 134-1 || o-vanillin (0.5mmol, 76.1mg) || n-propylamine (0.5mmol, 29.5uL) || Boc-Trp-OH (0.5mmol, 152.1mg) || n-butylisocyanide (0.5mmol, 52.3uL) || No ||
 * 134-2 || o-vanillin (0.5mmol, 76.1mg) || n-propylamine (0.5mmol, 29.5uL) || Boc-Trp-OH (0.5mmol, 152.1mg) || n-pentylisocyanide (0.5mmol, 62.9 uL) || No ||
 * 134-3 || o-vanillin (0.5mmol, 76.1mg) || octylamine (0.5mmol, 82.6uL) || Boc-Trp-OH (0.5mmol, 152.1mg) || n-butylisocyanide (0.5mmol, 52.3uL) || No ||
 * 134-4 || o-vanillin (0.5mmol, 76.1mg) || octylamine (0.5mmol, 82.6uL) || Boc-Trp-OH (0.5mmol, 152.1mg) || n-pentylisocyanide (0.5mmol, 62.9 uL) || No ||

=Procedure= Four Ugi reactions were carried out in 1 dram vials labeled 1, 2, 3, and 4. Vial 1 contained o-vanillin (0.5mmol, 76.1mg), n-propylamine (0.5mmol, 29.5uL), Boc-Trp-OH (0.5mmol, 152.1mg), and n-butylisocyanide (0.5mmol, 52.3uL), added in that order. Vial 2 contained o-Vanillin (0.5mmol, 76.1mg), n-propylamine (0.5mmol, 29.5uL), Boc-Trp-OH (0.5mmol, 152.1mg), and n-pentylisocyanide (0.5mmol, 62.9 uL), added in that order. Vial 3 contained o-Vanillin (0.5mmol, 76.1mg), octylamine (0.5mmol, 82.6uL), Boc-Trp-OH (0.5mmol, 152.1mg), and n-butylisocyanide (0.5mmol, 52.3uL), added in that order. Vial 4 contained o-Vanillin (0.5mmol, 76.1mg), octylamine (0.5mmol, 82.6uL), Boc-Trp-OH (0.5mmol, 152.1mg), and n-pentylisocyanide (0.5mmol, 62.9 uL), added in that order. After each addition, the solution was vortexed for 15s and made sure a homogeneous solution was obtained. The formation or absence of precipitate was noted. The dram vials were left at room temperature.

=Results= __Picture of solutions soon after the addition of all components __

__Picture of solutions - next day __

=Discussion= No precipitate was formed in any of the vials. These Ugi Products will be recorded as "No Precipitate Formed" on our records of tested Ugi products. Until further testing proves otherwise, we must assume these as negative Ugi Products. Vials were not vortexed or sonicated prior to taking the picture one day after mixing. Sometimes this is required to induce precipitation.

=Conclusion= It is difficult to conclude anything from this experiment other than that these particular compounds showed no success in forming a precipitate. There is no noticeable pattern as of now on which Ugi reactions will be positive and yield Ugi Products.

=Log=

2007-09-13
12:05: Weighed out o-Vanillin (76.1mg) directly into dram vials. 12:20: Weighed out Boc-Trp-OH (152.1mg) on weighing paper 12:32: Added methanol (500uL) into the dram vials, followed by 30 seconds vortexing. 12:38: Added amine into the dram vials, followed by 15 seconds vortexing. 12:41: Added acid into the dram vials, followed by 30 second vortexing. 12:45: Added isocyanide into the dram vials followed by 15 second vortexing 12:50: Took Digital Still picture of all 4 vials. 12:51: Let vials sit in fume hood overnight.

2007-09-13
13:30: Took Digital Still picture of all 4 vials.

2007-09-19
13:00: Transferred dram vials without precipitate (1, 2, 3, and 4) onto watch glasses to allow them to evaporate overnight.

=Tags= [|o-vanillin] [|InChI=1/C5H11NS2.Na/c1-3-6(4-2)5(7)8;/h3-4H2,1-2H3,(H,7,8);/q;+1/p-1/fC5H10NS2.Na/q-1;m] [|propylamine] [|InChI=1/C3H9N/c1-2-3-4/h2-4H2,1H3] [|Boc-trp-OH] [|InChI=1/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)] [|n-butylisocyanide] [|InChI=1/C5H9N/c1-3-4-5-6-2/h3-5H2,1H3] [|octylamine] [|InChI=1/C8H19N/c1-2-3-4-5-6-7-8-9/h2-9H2,1H3] [|n-pentylisocyanide] [|InChI=1/C6H11N/c1-3-4-5-6-7-2/h3-6H2,1H3]