Fmochn co 2 h ho 2 c socl 2 o fmochn o o 11 12 pts

Info icon This preview shows pages 6–12. Sign up to view the full content.

FmocHN CO 2 H HO 2 C SOCl 2 O FmocHN O O
Image of page 6

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

11) [12 pts]: Provide a complete and detailed mechanism (showing all relevant lone pairs and electron pushing) for the following transformation. DCC O N OH O HN CH 3 O CH 3 Boc O N N O Boc OCH 3 CH 3
Image of page 7
12) [8 pts]: Provide a complete and detailed mechanism (showing all relevant lone pairs and electron pushing) for the following transformation. 13) [12 pts]: Propose a synthetic plan complete with reagents and proper order of reactions. You must show the products of each step in your scheme, however no detailed mechanisms are required. CN N CO 2 CH 3 Boc N Boc NH 2 CO 2 CH 3 LDA Bioorg. Med. Chem. Lett. (1995) p. 67 89% OH OCH 3 O O Br
Image of page 8

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

14) [14 pts]: Provide a complete and detailed mechanism (showing all relevant lone pairs and electron pushing) for the following transformation. N CO 2 Et O acetic acid, heat EtO 2 C O J. Am. Chem. Soc. (1963) p. 2872
Image of page 9
SCRAP PAPER - UNGRADED (No partial credit will be given for anything on this sheet)
Image of page 10

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

SCRAP PAPER - UNGRADED (No partial credit will be given for anything on this sheet)
Image of page 11
SCRAP PAPER - UNGRADED (No partial credit will be given for anything on this sheet)
Image of page 12
This is the end of the preview. Sign up to access the rest of the document.
  • Spring '16
  • Trigraph, BoC

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern