77714-49-9

Upstream product

• 80320-86-1 C₄₀H₅₃N₃O₆ 
• 76719-32-9 5-{2-[(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl}-3-hydroxy-3-methyl-dihydro-furan-2-one 
• 81305-33-1 (R)-5-{2-[(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propyl}-3-methyl-dihydro-furan-2-one 
• 76719-33-0 Acetic acid (3S,8S,9S,10R,13R,14S,17R)-17-[2-(4-hydroxy-4-methyl-5-oxo-tetrahydro-furan-2-yl)-1-methyl-ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 76719-34-1 3-Hydroxy-5-[2-((3S,9S,10R,13R,14R,17R)-3-hydroxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propyl]-3-methyl-dihydro-furan-2-one 
• 78109-04-3 C₃₇H₄₈IN₃O₇ 
• 78109-06-5 C₃₇H₄₈BrN₃O₇ 
• 78109-10-1 C₃₅H₄₅N₃O₆ 
• 82079-13-8 (23R,25R)-cholest-5-ene-3β-tetrahydropyranyloxy-26,23-lactone 
• 82033-28-1 (23R)-cholest-5-ene-3β-tetrahydropyranyloxy-26,23-lactone 
• 81305-14-8 (23R,25R)-cholest-5-ene-3β,25-dihydroxy-26,23-lactone 
• 81305-25-1 (22E)-cholest-5,22-diene-3β,25-dihydroxy-26-oic acid 
• 76719-26-1 cholest-5-ene-3β-hydroxy-26,23-lactone 
• 76719-24-9 (E)-(R)-6-((3S,8S,9S,10R,13R,14S,17R)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methyl-hept-4-enoic acid 

Relevant academic research and scientific papers

SYNTHESES OF FOUR ISOMERS OF 25-HYDROXYVITAMIN D3-26,23-LACTONE

A major metabolite of vitamin D3 was recently isolated and identified as 25-hydroxyvitamin D3-26,23-lactone.To determine the configurations at C-23 and C-25 positions, the four stereoisomers were synthesized by stereoselective lactonization method.The two 23R-isomers were obtained by iodolactonization of 22,23-trans-26-acid, and the two 23S-isomers were synthesized by selenolactonization of 22,23-cis-26-acid.The four synthetic isomers and the naturally produced lactone were co-chromatographed on a high performance liquid chromatographic system capable of separating the four isomers.The natural lactone comigrated with synthetic (23S,25R)-isomer determining its structure as (23S,25R)-25-hydroxyvitamin D3-26,23-lactone.

Structure and Synthesis of 25-Hydroxycholecalciferol-26,23-lactone, a Metabolite of Vitamin D3

The four possible stereoisomers of a new metabolite of vitamin D3, 25-hydroxycholecalciferol-26,23-lactone, have been synthesized; we establish that the natural product has the 23R,25S stereochemistry, and that it has 1percent of the activity of vitamin D3 in bringing about intestinal calcium absorption.