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Synthesis of a 10,000-membered library of carpanone-like molecules

Record Type:	Electronic resources : Monograph/item
Title/Author:	Synthesis of a 10,000-membered library of carpanone-like molecules
Author:	Goess, Brian Christopher.
Description:	158 p.
Notes:	Adviser: Matthew D. Shair.
Notes:	Source: Dissertation Abstracts International, Volume: 65-05, Section: B, page: 2418.
Contained By:	Dissertation Abstracts International65-05B.
Subject:	Chemistry, Organic.
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=3131848
ISBN:	0496790889

Synthesis of a 10,000-membered library of carpanone-like molecules
Goess, Brian Christopher.

Synthesis of a 10,000-membered library of carpanone-like molecules [electronic resource] - 158 p.

Adviser: Matthew D. Shair.

Thesis (Ph.D.)--Harvard University, 2004.

Also described is initial progress toward the synthesis of one half of the natural product cephalostatin 1. The strategy for the synthesis of this target relies on modifying the structure of the related natural product hecogenin without excising any of its carbon atoms. A method for the oxidative cleavage of the E ring of an appropriate hecogenin derivative is presented as a prelude to modification of the E and F rings which would lead to the target.

ISBN: 0496790889Subjects--Topical Terms:

193634
Chemistry, Organic.

Synthesis of a 10,000-membered library of carpanone-like molecules
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500 $a Source: Dissertation Abstracts International, Volume: 65-05, Section: B, page: 2418.
502 $a Thesis (Ph.D.)--Harvard University, 2004.
520 # $a Also described is initial progress toward the synthesis of one half of the natural product cephalostatin 1. The strategy for the synthesis of this target relies on modifying the structure of the related natural product hecogenin without excising any of its carbon atoms. A method for the oxidative cleavage of the E ring of an appropriate hecogenin derivative is presented as a prelude to modification of the E and F rings which would lead to the target.
520 # $a The development, synthesis, and biological screening of a 10,000-membered library of carpanone-like molecules is described. Discovery of an iodobenzene diacetate-mediated heterocoupling of electronically dissimilar phenols led to the biomimetic, solid-phase synthesis of numerous carpanone-like scaffolds suitable for diversity-oriented synthesis. A split-and-pool solid-phase library of 10,000 carpanone-like structures was then constructed on a related homodimeric scaffold by appending a range of building blocks to three diversification positions on this scaffold. Preliminary biological screens of this library have revealed that certain library members may inhibit cellular protein trafficking. Strategies for the resynthesis and detailed biological evaluation of these library members are presented.
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