80459-67-2

Upstream product

• 80459-66-1 (3S,5S,8S,9S,10R,13R,14S,17S)-17-((E)-(1R,4S)-4-Ethyl-1,5-dimethyl-hex-2-enyl)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 80459-66-1 (22E,24S)-3β-hydroxy-24-ethyl-5α-cholest-22-en-6-one 
• 74174-49-5 3α,5-cyclo-24S-ethyl-5α-cholest-22-en-6-one 
• 58274-46-7 (1aR,3aR,3bS,5aR,6R,8aS,8bS)-6-((E)-(1R,4S)-4-Ethyl-1,5-dimethyl-hex-2-enyl)-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-10-ol 
• 80459-65-0 (22E,24S)-3β-acetoxy-24-ethyl-5α-cholest-22-en-6-one 

Downstream Products

• 80459-71-8 (22S,23S,24S)-22,23-dihydroxy-3-β-p-toluenesulfonyloxy-5α-stigmastan-6-one 
• 83509-42-6 28-homocastasterone 
• 83510-06-9 (22S,23S)-28-homocastasterone 
• 74174-46-2 (2R,3S,5S,8S,9S,10R,13S,14S,17S)-17-((1S,2R,3R,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 
• 74174-46-2 (2R,3S,5S,8S,9S,10R,13S,14S,17S)-17-((1S,2S,3S,4S)-4-Ethyl-2,3-dihydroxy-1,5-dimethyl-hexyl)-2,3-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-6-one 

Relevant academic research and scientific papers

Synthesis of (22R,23R)-28-Homobrassinolide

(22R,23R)-28-Homobrassinolide (18), an analog of brassinolide (1), was synthesized from stigmasterol (3).Keywords - brassinolide; plant growth-promoting substance; active analogs of brassinolide; structure-activity relationship; stigmasterol; plant hormones; Baeyer-Villiger oxidation

Synthesis and Plant Growth-promoting Activity of Brassinolide Analogues

The analogues of brassinolide, 15, 19-23 and 30, were synthezised via key intermediate 5 from stigmasterol.Compound 15 which has the same functional groups as brassinolide on rings A and B showed one tenth of the activity of brassinolide in the lamina inclination test on rice seedlings.However, other analogues with modified ring A were poorly active, and an analogue with modified ring B, 6-oxa-ketone 30, showed only one hundredth of the activity of its 7-oxa-ketone isomer, 29, suggesting that the 2α,3α-dihydroxy-7-oxa-6-ketone moiety is one of the requisites fro the biological activity.