Skip to main content
Get your Wikispaces Classroom now:
the easiest way to manage your class.
Pages and Files
UC on ChemSpider
Alicia's Masters Thesis
Open Web Drug Dev.
To Do List
Ugi NMR Analysis
To synthesize a Ugi adduct from
-Vanillin, 5methyl furfurylamine Boc-tryptophan and 1-pentylisocyanide.
A solution of
-Vanillin (76.05mg, 0.5 mmol) and 5-methylfurfurylamine (55.7uL, 0.5 mmol) was prepared in methanol-d4 in an 1ml volumetric flask to form an imine. Then Boc-Tryptophan (152.17mg, 0.5mmol), and 1-pentylisocyanide (62.9uL 0.5 mmol) was added to the preformed imine. The crystalline product was centrifuged, washed and recrystallized from methanol (5mL).
Characterization of 121ugi
No Ugi product isolated
17:19 Madeup a solution of o-vanillin and 5-methyl furfurylamine in CD3OD in a 1ml volumetric flask, transferred to an NMR tube to form 121 A
17:28 Obtained HNMRs of 121A (09min)
17:45 Obtained HNMRs of 121A (24min)
17:50 Obtained HNMRs of 121A (31min)
18:00 Obtained HNMRs of 121A (41min)
18:21 Obtained HNMRs of 121A (1h 2min)
18:52 Obtained HNMRs of 121A (1h 33min)
19:10 Completed the addition of boc-tryptophan and pentyl isocyanide to give 121B
19:26 Obtained HNMR of 121B (16min)
10:00 Solid has appeared in the solution of 121B
14:02 The solution in the NMR tube was shaken vigorously, the solid which had appeared dissolved...thereby allowing an HNMR tobe taken. (17h 52)
10:00 Although there is some solid visible in the tube, but it may not isolable because of its mere quantity.
help on how to format text
Turn off "Getting Started"