(2S-[2 alpha,3 alpha,3a beta,6 beta(R*),7 alpha, 7a alpha])-6-(3-benzyloxy-2-propyl)-2-hydroxy-2,3,7-trimethylhexahydro-4H- furo [3,2-c]pyran-4-one, a rearrangement product of pyranone derivatives in the tirandamycin A series.
The six- and five-membered heterocyclic rings are cis-fused and adopt twist-boat and half-chair conformations, respectively. The average bond distances are: Csp3-Csp3 1.520 (6), Csp3-Csp2 1.494 (6), C-Cbenz 1.360 (10) and Csp3-O 1.425 (5) A; the C = O and Csp2-O bond lengths are 1.214 (5) and 1.324 (5) A, respectively.
Parvez
M
M
Department of Chemistry, Pennsylvania State University, University Park 16802.
Lin
M T
MT
DeShong
P
P
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D005663:Furans / Q000737:chemistry*; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D011753:Pyrones; D014961:X-Ray Diffraction
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D005663:Furans; D011714:Pyrans; D011753:Pyrones; C078300:6-(3-benzyloxy-2-propyl)-2-hydroxy-2,3,7-trimethylhexahydro-4H-furo(3,2-c)pyran-4-one; C003608:tirandamycin A