January 16, 2025, 12:02:27 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Synthesize N-acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillamine  (Read 4112 times)

0 Members and 1 Guest are viewing this topic.

reesew

  • Guest
Synthesize N-acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillamine
« on: May 09, 2006, 05:02:25 PM »
Hi, I'm new to this forum, and would love some help on this problem.

I need to know how to convert N-Acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillamine (SNAP).

Thanks in advance!!!!!!!!!!!!!
Logged

Offline Will

  • Organic Dude
  • Chemist
  • Full Member
  • *
  • Posts: 400
  • Mole Snacks: +58/-2
  • Gender: Male
Re: Synthesize N-acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillamine
« Reply #1 on: May 10, 2006, 01:58:36 PM »
Hi,

From what I've read, you just add HNO2 (which needs to be made my sodium nitrite with an acid like HCl).

The attatched .pdf says how they did this reaction (first sentence under 'method').
Logged

Offline Will

  • Organic Dude
  • Chemist
  • Full Member
  • *
  • Posts: 400
  • Mole Snacks: +58/-2
  • Gender: Male
Re: Synthesize N-acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillamine
« Reply #2 on: May 10, 2006, 06:14:12 PM »
Logged

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7976
  • Mole Snacks: +555/-93
  • Gender: Male
Re: Synthesize N-acetyl D,L-penicillamine into S-nitroso-N-acetyl D,L-penicillam
« Reply #3 on: May 11, 2006, 01:46:37 AM »
HNO2 reacts with NH2 group easily, hence you should protect this group before nitrosylation of SH group( choosing a good protecting group is a critical point for success of this synthesis), and protecting group should be removed without decomposition of S-N bond.
Logged
AWK
Pages: [1]   Go Up
« previous next »
Sponsored Links