626200-80-4

Upstream product

• 557-18-6 diethylmagnesium 
• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside 
• 2386-64-3 ethylmagnesium chloride 
• 75-00-3 chloroethane 

Downstream Products

• 626200-85-9 Benzoic acid (1R,2S,3S)-2-ethyl-3,4-dihydroxy-1-vinyl-butyl ester 
• 626200-88-2 Benzoic acid (1R,2R)-2-(S)-oxiranyl-1-vinyl-butyl ester 
• 626200-83-7 Benzoic acid (2S,3S,4S,5S,6S)-2-bromomethyl-4-ethyl-5-hydroxy-6-methoxy-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Concise synthesis and biological activities of 2α-alkyl- and 2α-(ω-hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D 3

We found a concise route to the Trost A-ring precursor enyne for synthesizing 2α-alkylated 1α,25-dihydroxyvitamin D3 (1) from D-glucose. The enynes were coupled with the 20-epi-CD ring part to study the effect of the double modification of 2α-substitution and 20-epimerization upon biological activities of 1. The novel three analogues of 2α-alkyl- and four analogues of 2α-(ω -hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D3 (5b-d and 6a-d) showed higher binding affinity for vitamin D receptor (VDR) and more potent activity in induction of HL-60 cell differentiation than those of the natural hormone 1.

Synthesis of A-ring synthon of 2α-substituted vitamin d3 analogues utilizing Grignard reaction towards methyl 2,3-anhydro-4,6-o-benzylidene-α-D-manno-pyranoside

A concise route to the Trost A-ring precursor enyne for synthesizing 2α-substituted 1α,25-dihydroxyvitamin D3 (1) is described, in which the 2α-substituents could be introduced via addition reaction of Grignard reagent towards the sugar epoxide