1054741-79-5

Upstream product

• 536739-79-4 3,4,6-tri-O-(4-methoxybenzyl)-1,2-dideoxy-D-arabinohex-1-enitol 
• 111192-54-2 3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid 
• 74-95-3 1,1-dibromomethane 
• 845884-40-4 3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid (1R,2S,3R)-2,3-bis-(4-methoxy-benzyloxy)-1-(4-methoxy-benzyloxymethyl)-pent-4-enyl ester 

Downstream Products

• 845884-61-9 (Z)-Octadec-9-enoic acid (S)-1-((Z)-octadec-9-enoyloxymethyl)-3-[(2S,3S,4R,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-propyl ester 
• 845884-42-6 (2S,3S,4R,5R,6R)-2-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran 
• 845884-43-7 (S)-4-[(2S,3S,4R,5R,6R)-3,4,5-Tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yl]-butane-1,2-diol 
• 845884-41-5 (2S,3S,4R,5R,6R)-2-[2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-ol 

Relevant academic research and scientific papers

RCM-based synthesis of a variety of β-C-glycosides and their in vitro anti-solid tumor activity

(Chemical Equation Presented) The synthesis of a number of biologically relevant C-glycosides has been carried out through the use of an esterification-ring-closing metathesis (RCM) strategy. The required acid precursors were readily prepared via a number of standard chemical transformations followed by dehydrative coupling of these acids with several olefin alcohols 1 to yield the precursor esters 3 in excellent yield. Methylenation of the esters 3 was followed by RCM and in situ hydroboration-oxidation of the formed glycals to furnish the protected β-C-glycosides 6 in good overall yield. Several examples were converted to the corresponding C-glycoglycerolipids 17 and subsequently screened against solid-tumor cell lines for in vitro differential cytotoxicity.