85797-14-4

Upstream product

• 93488-46-1 (2R, 3S, 22R, 23R, 24(28)E)-6,6-ethylenedioxy-24(28)-ethylidene-22,22-dihydroxy-2,3-isopropylidenedioxy-5α-cholestane 
• 111426-40-5 (22R,23R,24(28)E)-22,23-isopropylidenedioxy-5α-stigmasta-2,24(28)-dien-6-one 
• 111426-36-9 (22R,23S,24R)-23,24-epoxy-3β,22-dihydroxy-5α-stigmastan-6-one 
• 105319-59-3 (22R,23R,24(28)E)-3β,22,23-trihydroxy-5α-stigmast-24(28)-en-6-one 
• 81481-15-4 (20S)-6,6-ethylenedioxy-2α,3α-isopropylidenedioxy-5α-pregnane-20-carbaldehyde 
• 93488-44-9 (2R, 3S, 22R, 23E)-24-ethyl-6,6-ethylenedioxy-22-hydroxy-2,3-isopropylidenedioxy-5α-cholest-23-ene 
• 115268-00-3 (2R, 3S, 22R, 23S, 24S)-23,24-epoxy-24-ethyl-6,6-ethylenedioxy-22-hydroxy-2,3-isopropylidenedioxy-5α-cholestane 
• 111426-38-1 Methanesulfonic acid (3S,5S,8S,9S,10R,13S,14S,17R)-17-{(S)-1-[(4R,5R)-5-((E)-1-isopropyl-propenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 111426-33-6 (22R,23R,24S)-3β-hydroxy-22,23-epoxy-5α-stigmastan-6-one 
• 81481-13-2 (22E,24S)-2α,3α-Dihydroxy-5α-stigmast-22-en-6-one 2,3-acetonide 
• 87240-49-1 (2R,3S)-23,24-Epoxy-24-ethyl-22-hydroxy-2,3-isopropylidenedioxy-5α-cholestan-6-one 
• 87240-48-0 (2R,3S)-24-Ethyl-22-hydroxy-2,3-isopropylidenedioxy-5α-cholest-23-en-6-one 
• 91413-00-2 (2R,3S,22R,24(28)E)-24-Ethylidene-22,23-dihydroxy-2,3-isopropylidenedioxy-5α-cholestan-6-one 

Relevant academic research and scientific papers

SYNTHESIS OF NATURALLY OCCURRING BRASSINOSTEROIDS EMPLOYING CLEAVAGE OF 23,24-EPOXIDES AS KEY REACTIONS. SYNTHESIS OF BRASSINOLIDE, CASTASTERONE, DOLICHOLIDE, DOLICHOSTERONE, HOMODOLICHOLIDE, HOMODOLICHOSTERONE, 6-DEOXOCASTASTERONE AND 6-DEOXODOLICHOSTERONE

Eight new plant growth-promoting steroids (brassinolide, castasterone, dolicholide, dolichosterone, homodolicholide, homodolichosterone, 6-deoxocastasterone and 6-deoxodolichosterone) were synthesized by the regio- and stereoselective ring-opening reactions of 23,24-epoxides prepared from stigmasterol.

Short-step Syntheses of Homodolicholide and Homodolichosterone

Short-step syntheses of homodolicholide 1 and homodolichosterone 2 are described.An (E)-geometry of their C(24)=C(28) double bond was established.Transformation reactions of the epoxy ring were applied to the syntheses, as was done in our syntheses of brassinolide and its related compounds.