Objective

To study the chemical interaction between N-(tert-butoxycarbonyl) -L-methionine and 5-Methylfurfurylamine in Methanol-D4 by NMR spectroscopy.

Procedure

One molar methanol-D4 solutions of N-(tert)-butoxycarbonyl)-L-methionine (249mg, 1mmol) and 5-methylfurfurylamine (111uL, 1mmol) in CD3OD are prepared in separate 1 dram vials. 800uL of the solutions are used to obtain initial H NMR spectra. Then 400uL of each solution is transfered to a clean nmr tube and shaken vigorously for a few seconds, the reaction is monitored by H NMR spectra.

Results

5-Methyl furfurylamine
H NMR
Boc-Met-OH
H NMR
55A ( 5-Methyl furfurylamine + Boc-Met-OH)
t = 02min
t = 05min
t = 11min
t = 19min
t = 25min
t = 32min
t = 43min
t = 49min
t = 56min
t = 60min
t = 120min
t = 180min
t = 240min
t = 300min
t = 360min
t = 420min
t = 480min
t = 540min
t = 600min
t = 22h 0min
t = 24h 0min
t = 33 05min

Discussion

There is almost no change in either components over a period of 33h.

Conclusion

Boc-Methionine and 5-methylfurfurylamine do not react in methanol at room temperature at 0.5M concentration respectively

Log

2007-01-29

10:45 - Made up 1M solutions of Boc-Met-OH and 5-Methyl furfurylamine in methanol-d4.
11:35 - Obtained H NMR of Boc-Met-OH and 5-Methyl furfurylamine
12:18 - Added 400uL of Boc-Gly-OH to 400uL of 5-Methylfurfurylamine in an NMR tube.
12:20- Obtained H NMR (t = 02min)
12:23 - Obtained H NMR (t = 05min)
12:29- Obtained H NMR (t = 11min)
12:37- Obtained H NMR (t = 19min)
12:43 - Obtained H NMR (t = 25min)
12:50 - Obtained H NMR (t = 32min)
12:54 - Obtained H NMR (t = 43min)
13:07 - Obtained H NMR (t = 49min)
13:14 - Obtained H NMR (t = 56min)
13:18 - Obtained H NMR (t = 60min)
14:18 - Obtained H NMR (t = 120min)
15:18 - Obtained H NMR (t = 180min)
16:18 - Obtained H NMR (t = 240min)
17:18 - Obtained H NMR (t = 300min)
18:18 - Obtained H NMR (t = 360min)
19:18 - Obtained H NMR (t = 420min)
20:18 - Obtained H NMR (t = 480min)
21:18 - Obtained H NMR (t = 540min)
22:18 - Obtained H NMR (t = 600min)

2007-01-30

10:18 - Obtained H NMR (t = 22h 0min)
12:18 - Obtained H NMR (t = 24h 0min)
21:23 - Obtained H NMR (t = 33h 05min)

Tags

Boc-Methionine InChI=1/C10H19NO4S/c1-10(2,3)15-9(14)11-7(8(12)13)5-6-16-4/h7H,5-6H2,1-4H3,(H,11,14)(H,12,13)
5-methylfurfurylamineInChI=1/C6H9NO/c1-5-2-3-6(4-7)8-5/h2-3H,4,7H2,1H3