Literature DB >> 17311394

Polymer-supported (2,6-dichloro- 4-alkoxyphenyl)(2,4-dichlorophenyl)methanol: a new linker for solid-phase organic synthesis.

Michio Kurosu1, Kallolmay Biswas, Dean C Crick.   

Abstract

An acid and base stable hydroxytetrachlorodiphenylmethyl (HTPM) linker is developed for polymer-supported organic synthesis. The linkers reported here are utilized for loading carboxylic acids, amines, alcohols, and phenols, and are stable to Brønsted and Lewis acids, Brønsted bases, and a wide variety of nucleophiles. However, the HTPM linkers can conveniently be cleaved by the solvolytic displacement reactions with 20% TFA. [structure: see text]

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Year:  2007        PMID: 17311394      PMCID: PMC2577291          DOI: 10.1021/ol070150f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

Review 1.  Target-oriented and diversity-oriented organic synthesis in drug discovery.

Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  Linkers and cleavage strategies in solid-phase organic synthesis and combinatorial chemistry.

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Journal:  Chem Rev       Date:  2000-06-14       Impact factor: 60.622

3.  Specificity of peptides; new aspects of the specificity of peptides with vitamin and hormone action are described.

Authors:  D W WOOLLEY; R B MERRIFIELD
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Review 4.  Combinatorial solid phase peptide synthesis and bioassays.

Authors:  Dong-Sik Shin; Do-Hyun Kim; Woo-Jae Chung; Yoon-Sik Lee
Journal:  J Biochem Mol Biol       Date:  2005-09-30

5.  Solid-phase synthesis in lead optimization and drug discovery.

Authors:  J W Ellingboe
Journal:  Curr Opin Drug Discov Devel       Date:  1999-07

Review 6.  MraY Inhibitors as Novel Antibacterial Agents.

Authors:  Christophe Dini
Journal:  Curr Top Med Chem       Date:  2005       Impact factor: 3.295

7.  Solid phase synthesis of protected peptides via photolytic cleavage of the alpha-methylphenacyl ester anchoring linkage.

Authors:  S S Wang
Journal:  J Org Chem       Date:  1976-10-01       Impact factor: 4.354

Review 8.  Automated synthesis of peptides.

Authors:  R B Merrifield
Journal:  Science       Date:  1965-10-08       Impact factor: 47.728

9.  Quality control in combinatorial chemistry: determinations of amounts and comparison of the "purity" of LC-MS-purified samples by NMR, LC-UV and CLND.

Authors:  Elodie Letot; Guido Koch; Rocco Falchetto; Günter Bovermann; Lukas Oberer; Hans-Jörg Roth
Journal:  J Comb Chem       Date:  2005 May-Jun

10.  Novel solid-phase synthesis of 1,2-dialkoxyindoles.

Authors:  Zemin Wu; Nicholas J Ede
Journal:  Org Lett       Date:  2003-08-07       Impact factor: 6.005

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  7 in total

1.  Improved synthesis of capuramycin and its analogues.

Authors:  Yong Wang; Shajila Siricilla; Bilal A Aleiwi; Michio Kurosu
Journal:  Chemistry       Date:  2013-09-06       Impact factor: 5.236

2.  A reliable Pd-mediated hydrogenolytic deprotection of BOM group of uridine ureido nitrogen.

Authors:  Bilal A Aleiwi; Michio Kurosu
Journal:  Tetrahedron Lett       Date:  2012-05-12       Impact factor: 2.415

3.  A new protecting group and linker for uridine ureido nitrogen.

Authors:  Yong Wang; Michio Kurosu
Journal:  Tetrahedron       Date:  2012-04-09       Impact factor: 2.457

4.  Exploring a sulfone linker utilizing trimethyl aluminum as a cleavage reagent: solid-phase synthesis of sulfonamides and ureas.

Authors:  Tsai-Wen Chung; Chih-Hau Chen; Chu-Chung Lin; Hsien-Jen Wu; Chung-Ming Sun; Wen-Sheng Chung
Journal:  Mol Divers       Date:  2012-06-30       Impact factor: 2.943

5.  A Convenient Protecting Group for Uridine Ureido Nitrogen: (4,4'-Bisfluorophenyl)methoxymethyl group.

Authors:  Katsuhiko Mitachi; David Mingle; Michio Kurosu
Journal:  Synthesis (Stuttg)       Date:  2021-03-25       Impact factor: 2.969

6.  Highly efficient O-glycosylations with p-tolyl thioribosides and p-TolSOTf.

Authors:  Michio Kurosu; Kai Li
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

7.  One-pot protection-glycosylation reactions for synthesis of lipid II analogues.

Authors:  Katsuhiko Mitachi; Priya Mohan; Shajila Siricilla; Michio Kurosu
Journal:  Chemistry       Date:  2014-03-12       Impact factor: 5.236

  7 in total

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