Synthesis of 3-Epi-6,7-dideoxyxestobergsterl A
スポンサーリンク
概要
- 論文の詳細を見る
3-Epi-6,7-dideoxyxestobergsterol A (2), an analogue of xestobergsterol A, has been synthesized from dehydroepiandrosterone (3) in 15 steps. The key synthetic intermediate, 15β, 16α-dioxypregn-17(20)E-ene derivative 8,was prepared from the corresponding 15β, 16β-epoxide 6 by reating with acetic acid and titanium tetraisopropoxide. The 23-oxo side chain was constructed stereoselectively by orthoester Claisen rearrangement of 8 followed by introduction of an isobutyl group. Basic treatment of the 15,23-diketone 12 followed by deprotection gave the title compound 2.
- 公益社団法人日本薬学会の論文
- 2000-10-01
著者
-
Fujimoto Yoshinori
Department Of Chemistry And Material Science Tokyo Institute Of Technology
-
Nakamura Atsuko
Department Of Chemistry And Materials Science Tokyo Institute Of Technology
-
Nakamura A
Department Of Chemistry And Meterials Sciences Tokyo Institute Of Technology
-
KAJI Yuko
Department of Chemistry and Meterials Sciences, Tokyo Institute of Technology
-
KOAMI Takeshi
Department of Chemistry and Meterials Sciences, Tokyo Institute of Technology
-
Fujimoto Yoshinori
Department Of Chemistry And Meterials Sciences Tokyo Institute Of Technology
-
Kaji Yuko
Department Of Chemistry And Meterials Sciences Tokyo Institute Of Technology
-
Koami Takeshi
Department Of Chemistry And Meterials Sciences Tokyo Institute Of Technology
-
Nakamura Atsuko
Department of Biochemistry, Kyoto Prefectural University of Medicine
関連論文
- Cupaniol, a New Branched Polyprenol, from Cupania latifolia
- Chemical Constituents from the Colombian Medicinal Plant Niphogeton ternata
- C-24 Stereochemistry of Marine Sterols : (22E)-24-(Isopropenyl)-22-dehydrocholesterol and 24-Isopropenylcholesterol
- Mechanism of C-2 Hydroxylation during the Biosynthesis of 20-Hydroxyecdysone in Ajuga Hairy Roots
- (8Z, 13Z, 20Z)-Strobilinin and (7Z, 13Z, 20Z)-Felixinin : New Furanosesterterpene Tetronic Acids from Marine Sponges of the Genus Ircinia
- Hyosgerin, a New Optically Active Coumarinolignan, from the Seeds of Hyoscyamus niger
- Squamostanal-A, Apparently Derived from Tetrahydrofuranic Acetogenin, from Annona squamosa
- Fluorescence and FTIR Studies on the pH-Dependent Conformational Change of Poly(methacrylic acid) in Aqueous Solutions
- Prognostic factors for survival of patients after curative surgery for renal cell carcinoma : multivariate analysis of 482 cases
- ^C ASSIGNMENT OF DIASTEREOTOPIC C-26 AND -27 METHYL GROUPS OF 24-METHYLENECHOLESTEROL : STERIC COURSE OF HYDROGEN MIGRATION FROM C-24 TO C-25 DURING ITS BIOSYNTHESIS IN HIGHER PLANTS
- Functional diagnosis using multimodal spinal cord evoked potentials in cervical myelopathy
- The Pathology of Ligamentum Flavum in Degenerative Lumbar Disease
- Microsurgical Transdural Discectomy With Laminoplasty : New Treatment for Paracentral and Paracentroforaminal Cervical Disc Herniation Associated With Spinal Canal Stenosis
- A role of Ecdysteroid-phosphates during early embryonic development in silkworm Bombyx Mori
- Comparative Studies of Ecdysteroid Metabolism between Diapause Eggs and Non-diapause Eggs of the Silkworm, Bombyx mori(Reproductive Biology)
- STEREO CHEMISTRY OF HYDROGEN INTRODUCTION AT C-25 DURING CHOLESTEROL BIOSYNTHESIS IN HIGHER PLANTS
- P-489 STRUCTURES OF PSEUDOPTEROSIN RELATED DITERPENES ISOLATED FROM THE GORGONIAN OCTOCORAL PSEUDOPTEROGORGIA ELISABETHAE COLLECTED IN SAN ANDRES AND PROVIDENCIA ISLANDS
- MOLECULAR CLONING AND GENE EXPRESSION PATTERN OF ECDYSONE 20-MONOOXYGENASE IN THE SILKWORM, Bombyx mori
- PRODUCTION OF ECDYSONE 22-O-β-D-GALACTOPYRANOSIDE IN Sf9 CELLS INFECTED BY THE INSECT BACULOVIRUS AcNPV(Biochemistry,Abstracts of papers presented at the 76^ Annual Meeting of the Zoological Society of Japan)
- The Anatomic Relation Among the Nerve Roots, Intervertebral Foramina, and Intervertebral Discs of the Cervical Spine
- PP-R, 7-(2-Hydroxyethyl)-Monascorubramine, a Red Pigment Produced in the Mycelia of Penicillium sp.AZ
- Biosynthesis of PP-V, a Monascorububramine Homologue, by Penicillium sp.AZ
- Production and Structural Analysis of PP-V, a Homologue of Monascorubramine, Produced by a New Isolate of Penicillium sp.
- Transformation of Glycyrrhizic Acid by Aspergillus spp.
- n-Octyl α-L-Rhamnopyranosyl-(1→2)-β-D-glucopyranoside Derivatives from the Glandular Trichome Exudate of Geranium carolinianum
- Nystatin Effects on Vacuolar Function in Saccharomyces cerevisiae
- P-546 SYNTHESIS OF XESTOBERGSTEROLS A-C VIA A COMMON INTERMEDIATE DERIVED FROM DEHYDROEPIANDROSTERONE
- Synthesis of 3-Epi-6,7-dideoxyxestobergsterl A
- Electrophilic Reaction on Plinol C and Syntheses of Functionalized 2-Oxabicyclo[2,2,1]heptane Derivatives(Organic Chemistry)
- Revision of the Stereochemistry of Elisabethatriene, a Putative Biosynthetic Intermediate of Pseudopterosins
- Reaction of trans-Stilbene with Methanesulfenyl Chloride
- THIAMINE DIPHOSPHATE-DEPENDENT ENZYME STATUS DUE TO THIAMINE DEFICIENCY IN RAT LIVER
- The Reaction of α-Carbonyl Sulfides with Bases. I. The Reaction between α-Carbonyl Sulfides with Thiolates