Literature DB >> 17700851

Enantiospecific synthesis of the heparanase inhibitor (+)-trachyspic acid and stereoisomers from a common precursor.

Steven C Zammit1, Vito Ferro, Edward Hammond, Mark A Rizzacasa.   

Abstract

The total synthesis of natural (+)-trachyspic acid and its enantiomer is described starting from a common 2-deoxy-d-ribose derivative. The synthesis of the corresponding C3 epimers from the same starting material is also described. Each stereoisomer was assayed for heparanase inhibition.

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Year:  2007        PMID： 17700851     DOI： 10.1039/b708594j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  Three-component coupling approach to trachyspic acid.

Authors:  Daniel C Schmitt; Leighann Lam; Jeffrey S Johnson
Journal:  Org Lett       Date:  2011-08-31       Impact factor: 6.005

2.  Silyl glyoxylates. Conception and realization of flexible conjunctive reagents for multicomponent coupling.

Authors:  Gregory R Boyce; Stephen N Greszler; Jeffrey S Johnson; Xin Linghu; Justin T Malinowski; David A Nicewicz; Andrew D Satterfield; Daniel C Schmitt; Kimberly M Steward
Journal:  J Org Chem       Date:  2012-03-23       Impact factor: 4.354

3.  Enantiospecific total synthesis of the squalene synthase inhibitors (-)-CJ-13,982 and its enantiomer from a common intermediate.

Authors:  Dayna Sturgess; Zongjia Chen; Jonathan M White; Mark A Rizzacasa
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

Review 4.  Asymmetric synthesis of naturally occurring spiroketals.

Authors:  B Rama Raju; Anil K Saikia
Journal:  Molecules       Date:  2008-08-28       Impact factor: 4.411
  4 in total

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