Total synthesis of ecteinascidin 743
- PMID: 16390134
- DOI: 10.1021/ja0571794
Total synthesis of ecteinascidin 743
Abstract
A convergent total synthesis of ecteinascidin 743 is realized from five building blocks of almost equal size. It takes 23 steps from l-3-hydroxy-4-methoxy-5-methyl phenylalanol (5) with an overall yield of 3%.
Similar articles
-
Synthetic studies on ecteinascidin-743: constructing a versatile pentacyclic intermediate for the synthesis of ecteinascidins and saframycins.Org Lett. 2003 Jun 12;5(12):2095-8. doi: 10.1021/ol034575n. Org Lett. 2003. PMID: 12790537
-
Total synthesis of ecteinascidin 743.J Am Chem Soc. 2002 Jun 12;124(23):6552-4. doi: 10.1021/ja026216d. J Am Chem Soc. 2002. PMID: 12047173
-
Studies directed to the total synthesis of ET 743 and analogues thereof: an expeditious route to the ABFGH subunit.Org Lett. 2002 Jan 10;4(1):43-6. doi: 10.1021/ol016844k. Org Lett. 2002. PMID: 11772086
-
Development of Yondelis (trabectedin, ET-743). A semisynthetic process solves the supply problem.Nat Prod Rep. 2009 Mar;26(3):322-37. doi: 10.1039/b808331m. Epub 2009 Jan 7. Nat Prod Rep. 2009. PMID: 19240944 Review.
-
[Ecteinascidin 743].Bull Cancer. 1999 Feb;86(2):139-41. Bull Cancer. 1999. PMID: 10094523 Review. French. No abstract available.
Cited by
-
Cancer wars: natural products strike back.Front Chem. 2014 May 1;2:20. doi: 10.3389/fchem.2014.00020. eCollection 2014. Front Chem. 2014. PMID: 24822174 Free PMC article. Review.
-
Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate.Beilstein J Org Chem. 2017 Jan 17;13:106-110. doi: 10.3762/bjoc.13.13. eCollection 2017. Beilstein J Org Chem. 2017. PMID: 28228851 Free PMC article.
-
Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis.J Org Chem. 2008 Dec 19;73(24):9594-600. doi: 10.1021/jo801159k. J Org Chem. 2008. PMID: 18687003 Free PMC article.
-
Marine Natural Products as Models to Circumvent Multidrug Resistance.Molecules. 2016 Jul 8;21(7):892. doi: 10.3390/molecules21070892. Molecules. 2016. PMID: 27399665 Free PMC article. Review.
-
Synthetic studies on lemonomycin: construction of the tetracyclic core.Tetrahedron. 2013 Sep 2;69(35):7505-7512. doi: 10.1016/j.tet.2013.05.009. Tetrahedron. 2013. PMID: 25083002 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources