40980-53-8

Upstream product

• 62532-49-4 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone 
• 409126-08-5 (1S,2R,4R)-1-((1S,2R,6S,7S,8S,9S)-9-Hydroxymethyl-1-methoxy-4,4-dimethyl-3,5,10-trioxa-tricyclo[5.2.1.0^2,6]decane-8-sulfonylmethyl)-7,7-dimethyl-bicyclo[2.2.1]heptan-2-ol 
• 101246-13-3 4L-(4,5,6/0)-6-O-<(tert-butyl)dimethylsilyl>-4,5,6-trihydroxy-4,5-O-isopropylidene-cyclohex-2-enone 
• 63167-71-5 methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-talopyranoside 
• 63167-70-4 Methyl 6-O-benzoyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 272123-64-5 methyl (3aR,4R,7aR)-4-(((trifluoromethyl)sulfonyl)oxy)-3a,4,5,7a-tetrahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-6-carboxylate 
• 272123-68-9 C₁₅H₁₉BrO₆ 
• 272123-71-4 C₁₃H₂₀O₅ 
• 272123-69-0 C₁₃H₁₉BrO₄ 
• 272123-70-3 C₁₃H₁₈O₄ 
• 272123-66-7 methyl (3aR,7aS)-3a,7a-dihydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5-carboxylate 
• 130021-73-7 methyl 3,4-O-cyclohexylidenequinate 
• 852570-98-0 (4R,5R)-5-((R)-1-Methoxymethoxy-allyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 138127-51-2 (R)-1-((4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol 

Downstream Products

• 62532-49-4 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone 

Relevant academic research and scientific papers

A new synthesis of the Glyoxalase-I inhibitor COTC

A stereoselective, chiral synthesis of the glyoxalase I inhibitor 2- crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone 1 (COTC) from a simple derivative of (-)-quinic acid is described. (C) 2000 Elsevier Science Ltd.

Stereoselective synthesis of (-)-gabosine C using a Nozaki-Hiyama-Kishi reaction and RCM

An efficient synthesis of (-)-gabosine C 3 and a formal synthesis of (-)-COTC 4 are described using the Nozaki-Hiyama-Kishi (NHK) reaction and RCM as the key steps.

High-pressure mediated asymmetric Diels-Alder reaction of chiral sulfinylacrylate derivatives and its application to chiral synthesis of (-)-COTC and (-)-gabosine C

The asymmetric Diels-Alder reactions of chiral sulfinylacrylate derivatives (1 and 2) with dienes (3-12) were examined under high-pressure (1.2 GPa) conditions. The endo cycloadduct (13e) obtained from sulfinyl acrylate (1) and 2-methoxyfuran (5) was converted to (-)-COTC (25) and (-)-gabosine C (26).

Total synthesis of a glyoxalase I inhibitor and its precursor, (-)-KD16-U1

A glyoxalase I inhibitor and (-)-KD16-U1 have been synthesized from D-ribonic acid γ-lactone through SnCl4-promoted cyclization of a phenylsulfonyl enol silyl ether and regioselective introduction of a hydroxymethyl group.