Synthesis of 22S,23S-brassinosteroids based on stigmasterol

Journal Article · Thu Sep 10 04:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7076188

Akhrem, A A; Lakhvich, F A; Khripach, V A; Kovganko, N V; Zhabinskii, V N

The analogs of 29C-brassinosteroids based on stigmasterol, i.e., 22S,23S-homo-castasterone and 22S,23S-homobrassinolide, were synthesized. Electrophilic additions at the ..delta../sup 22/-bond, hydroxylation with osmium tetroxide, and epoxidation followed by conversion of the epoxide into the diol were used for the construction of the 22S,23S-diol grouping. The PMR spectra of 5% solutions in deuterochloroform were obtained on JNM-PS-100 and WM-360 instruments at 100 and 360 MHz respectively with TMS as internal standard.

• Research Organization: Institute of Bioorganic Chemistry, Minsk (USSR)
• OSTI ID: 7076188
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:4; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ABSORPTION
ALCOHOLS
BROMINATION
CATALYTIC EFFECTS
CHALCOGENIDES
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
EPOXIDES
GLYCOLS
HALOGENATION
HYDROXY COMPOUNDS
HYDROXYLATION
HYPERFINE STRUCTURE
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
J-J COUPLING
KETONES
MASS SPECTRA
MULTIPLETS
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OSMIUM COMPOUNDS
OSMIUM OXIDES
OXIDES
OXYGEN COMPOUNDS
REFRACTORY METAL COMPOUNDS
RESONANCE ABSORPTION
SPECTRA
STEROIDS
STEROLS
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
TRANSITION ELEMENT COMPOUNDS