218900-58-4

Upstream product

• 218900-37-9 2,2-Dimethyl-propionic acid (3S,8S,9S,10S,13S,14S,17S)-3-acetoxy-10-bromomethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 115525-36-5 2,2-Dimethyl-propionic acid (3S,8R,9S,10S,13S,14S,17S)-3-acetoxy-13-methyl-10-(toluene-4-sulfonyloxymethyl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 67192-85-2 3β-acetoxy-17β-pivaloylandrost-5-ene-19-ol 
• 873-55-2 sodium benzenesulfonate 
• 218900-57-3 2,2-Dimethyl-propionic acid (3S,5R,6S,8S,9S,10S,13S,14S,17S)-3-acetoxy-10-bromomethyl-13-methyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-17-yl ester 

Downstream Products

• 218900-61-9 2,2-Dimethyl-propionic acid (3S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 218900-60-8 2,2-Dimethyl-propionic acid (3S,8S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-7-bromo-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 218900-42-6 2,2-Dimethyl-propionic acid (3S,8S,9S,10S,13S,14S,17S)-3-acetoxy-10-benzenesulfonylmethyl-13-methyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 

Relevant academic research and scientific papers

Synthesis and photochemical trasformations of 19-phenylsulfonyl provitamin D analogue

The synthesis of provitamin D analogue 19-(phenylsulfonyl)androsta-5,7-diene-3β, 17β-diyl 3-acetate 17-pivalate (20) has been accomplished from 19-hydroxyandrost-5-ene-3β,17β-diyl 3-acetate 17-pivalate. 19-(Phenylsulfonyl)androst-5-ene-3β,17β-diyl 3-acetate 17-pivalate (10), a precursor of 20, was first obtained in low yield in the nucleophilic displacement reactions of 19-halogenated-5-ene steroids with sodium benzenesulfinate. Then a more efficient method has been used, which involves protection of the double bond as an epoxide. Introduction of the C(7)-C(8) double bond into olefin 10 has been also achieved in two ways. The first involved bromination-dehydrobromination and the other consisted of an allylic oxidation of olefin 10 leading to enone and the Bamford-Stevens reaction of its tosylhydrazone. UV irradiation of 5,7-diene 20 resulted in formation of a complex mixture of products. The structures of five isolated compounds were established on the basis of their 1H NMR spectra and mechanistic rationale.