April 28, 2024, 08:01:54 AM
Forum Rules: Read This Before Posting


Topic: Help understanding my dipeptide nmr  (Read 3131 times)

0 Members and 1 Guest are viewing this topic.

Offline Lynda92

  • Regular Member
  • ***
  • Posts: 38
  • Mole Snacks: +0/-0
Help understanding my dipeptide nmr
« on: February 15, 2014, 06:14:48 AM »
So I made a dipeptide which had two chiral centers. One of the chiral centers has an NH-Boc group attached and the NMR shows this boc group to have two different chemical shifts very close to each other and  they both integrate to 9 protons. What is going on? Would really appreciate some help :)

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Help understanding my dipeptide nmr
« Reply #1 on: February 15, 2014, 06:32:24 AM »
You have not given us much to go on. It would be helpful if you could:

1. Provide a structure
2. Provide details of the method of preparation (for clues as to possible impurities and side reactions)
3. Post spectra (13C would also be useful)

Initially I was going to suggest the possibility of rotamers, but if both peaks integrate to 9H, then this is not the case. Do you see peak doubling anywhere else?
Have you checked the literature to see if in is a known compound and that your data matches?
Do you have mass spec confirmation for one Boc group?
My research: Google Scholar and Researchgate

Online Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 5612
  • Mole Snacks: +322/-22
Re: Help understanding my dipeptide nmr
« Reply #2 on: February 15, 2014, 11:17:27 AM »
It might help to know which two amino acids you are linking.

Sponsored Links