82079-15-0

Upstream product

• 82033-40-7 (22Z)-cholest-5,22-diene-25-hydroxy-3β-tetrahydropyranyloxy-26-oic acid methyl ester 
• 82043-85-4 (22Z)-cholest-5,22-diene-3β-tetrahydropyranyloxy-26-oic acid ethyl ester 
• 77523-17-2 2-Methyl-4-(triphenyl-λ⁵-phosphanylidene)-butyric acid methyl ester 
• 22145-61-5 3β-(tetrahydropyran-2-yloxy)-23,24-dinorchol-5-en-22-al 
• 5707-04-0 Phenylselenyl chloride 
• 81305-35-3 (22Z)-cholest-5,22-diene-3β,25-dihydroxy-26-oic acid 

Downstream Products

• 77714-46-6 (23S,25S)-25-hydroxyvitamin D₃-26,23-lactone 
• 77714-47-7 (23S,25R)-25-Hydroxyvitamin D₃-26,23-lactone 

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.