Exp168

== =Objective= To synthesize a [|Ugi product] using [|Beta-methoxy-alpha-naphthaldehyde], [|Methylamine]f, [|formic acid],and [|Tosylmethyl isocyanide]following the EXPLAN005. The compound will contribute towards a library for Falcipain2 inhibitors. This compunds was ranked 22 in the [|DEXP014-V1B]file from D-EXP014 .The purpose of this experiment is to synthesize an anti-malarial compound based on the inhibition of falcipain-2, as described in this [|summary post].

=Procedure= As described in Explan005


 * ID/ Lib Rank || Solvent || Aldehyde || Amine || Carboxylic Acid || Isocyanide || Ppt Yes/No ||
 * 168-2/22 || Methanol || B-methoxy-alpha-naphthaldehyde || methylamine, 2.0M solution in methanol. || formic acid || tosylmethyl isocyanide ||  ||
 * Quantity || 1000uL || 0.5mmol, 93.105mg || 0.5mmol, 19.78 ul (error) || 0.5mmol, 18.86ul || 0.5mmol, 97.62 mg ||  ||

Density information found at the [|Ugi Chemicals] page.

= = =Results= all components** ||  ||
 * **5 min after mixing
 * **24 hours after mixing** ||  ||

All results are recorded Master Table and Workflow Tables. =Discussion= =Conclusion= Experiment aborted because of a miscalculation of amine solution volume.

=Log=

2008-02-05
12:10 One dram vial charged with 1ml of methanol. 12:12 Amine in methanol solution was added to vial. 12:13 Vortexed for 15 seconds. 12:16 Added aldehyde to one dram vial. 12:17 Vortexed aldehyde for 5 minutes. Solution was obtained. It was not difficult to get a clear solution. 12:22 Added acid to vial. //Even though the smallest pipette says 20ul it actually goes down to 10ul and up to 270ul.// (//**how did you add 18.9 ul of formic acid? I thought our smallest micropipette had a min of 20 ul**//) 12:25 Vortexed for 15 seconds until solution was obtained. 12:26 Isocyanide was added to the vial, and vortexed for 5 mintues until solution was formed. 12:32 Picture was taken, but could not be uploaded onto the wiki due to a faulty connection with the camera.

2008-02-06
12:20 Picture was taken and no precipitate was formed. = = =Tags= [|Methylamine] [|InChI=1/CH5N/c1-2/h2H2,1H3] InChIKey [|BAVYZALUXZFZLV]-[|UHFFFAOYAN] [|Tosylmethyl isocyanide] [|InChI=1/C9H9NO2S/c1-8-3-5-9(6-4-8)13(11,12)7-10-2/h3-6H,7H2,1H3] InChIKey[|CFOAUYCPAUGDFF]-[|UHFFFAOYAC] [|formic acid] [|InChI=1/CH2O2/c2-1-3/h1H,(H,2,3)]InChIKey[|BDAGIHXWWSANSR][|-][|UHFFFAOYAT] [|Beta-methoxy-alpha-naphthaldehyde] [|InChI=1/C12H10O2/c1-14-12-7-6-9-4-2-3-5-10(9)11(12)8-13/h2-8H,1H3] InChIKey[|YIQGLTKAOHRZOL]-[|UHFFFAOYAN] [|Ugi Product] InChI=1/C2 ​3H24N2O5S/​c1-16-8-11​-18(12-9-1​6)31(28,29​)14-24-23(​27)22(25(2​ )15-26)21-​19-7-5-4-6​-17(19)10-​13-20(21)3​0-3/h4-13,​15,22H,14H​ 2,1-3H3,(H​,24,27) InChIKey[| RDBIZMTYKUDBFZ]-[|UHFFFAOYAM]