Conversion of 5-deoxypulchelloside I to caudatoside A.
The iridoid caudatoside A (2) was synthesized in seven steps from the naturally occurring iridoid 5-deoxypulchelloside I (1) using a straightforward series of protection and deprotection procedures to introduce the requisite C-6 cinnamoyl ester.
Department of Chemistry, Virginia Commonwealth University, P.O. Box 842006, Richmond, Virginia 23284-2006, USA.
Sloan
S
Ayers
Albert T
AT
Sneden
D007202:Indicators and Reagents; D057888:Iridoid Glucosides; D039823:Iridoids / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry; D013329:Structure-Activity Relationship
C471528:5-deoxypulchelloside I; D007202:Indicators and Reagents; D057888:Iridoid Glucosides; D039823:Iridoids; C483914:caudatoside A