Literature DB >> 16119938

lipase-catalyzed regioselective esterification of rapamycin: synthesis of temsirolimus (CCI-779).

Jianxin Gu1, Mark E Ruppen, Ping Cai.   

Abstract

A lipase-catalyzed acylation of the immunosuppressant rapamycin with complete regioselectivity is described. The method was successfully applied to the synthesis of 42-hemiesters and temsirolimus (CCI-779), an investigational oncology drug.[reaction: see text]

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Year:  2005        PMID： 16119938     DOI： 10.1021/ol0514395

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


  6 in total

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Journal:  Nat Rev Drug Discov       Date:  2011-05       Impact factor: 84.694

2.  Catalytic site-selective synthesis and evaluation of a series of erythromycin analogs.

Authors:  Chad A Lewis; Janie Merkel; Scott J Miller
Journal:  Bioorg Med Chem Lett       Date:  2008-09-09       Impact factor: 2.823

Review 3.  An overview of rapamycin: from discovery to future perspectives.

Authors:  Young Ji Yoo; Hanseong Kim; Sung Ryeol Park; Yeo Joon Yoon
Journal:  J Ind Microbiol Biotechnol       Date:  2016-09-09       Impact factor: 3.346

4.  CD44-tropic polymeric nanocarrier for breast cancer targeted rapamycin chemotherapy.

Authors:  Yunqi Zhao; Ti Zhang; Shaofeng Duan; Neal M Davies; M Laird Forrest
Journal:  Nanomedicine       Date:  2014-03-15       Impact factor: 5.307

5.  A modular approach toward producing nanotherapeutics targeting the innate immune system.

Authors:  Mandy M T van Leent; Anu E Meerwaldt; Alexandre Berchouchi; Yohana C Toner; Marianne E Burnett; Emma D Klein; Anna Vera D Verschuur; Sheqouia A Nauta; Jazz Munitz; Geoffrey Prévot; Esther M van Leeuwen; Farideh Ordikhani; Vera P Mourits; Claudia Calcagno; Philip M Robson; George Soultanidis; Thomas Reiner; Rick R M Joosten; Heiner Friedrich; Joren C Madsen; Ewelina Kluza; Roy van der Meel; Leo A B Joosten; Mihai G Netea; Jordi Ochando; Zahi A Fayad; Carlos Pérez-Medina; Willem J M Mulder; Abraham J P Teunissen
Journal:  Sci Adv       Date:  2021-03-05       Impact factor: 14.957

6.  Electronic tuning of site-selectivity.

Authors:  Brandon C Wilcock; Brice E Uno; Gretchen L Bromann; Matthew J Clark; Thomas M Anderson; Martin D Burke
Journal:  Nat Chem       Date:  2012-12       Impact factor: 24.427
  6 in total

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