40980-53-8

Basic information

• Product Name: (4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one
• Synonyms: Gabosine C
• CAS NO: 40980-53-8
• Molecular Formula: C₇H₁₀O₅
• Molecular Weight: 174.1513
• Mol File: 40980-53-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 429.4°C at 760 mmHg
• Flash Point: 227.6°C
• Density: 1.678g/cm³
• Vapor Pressure: 3.57E-09mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: (4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one(40980-53-8)
• EPA Substance Registry System: (4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-one(40980-53-8)

Safety Data

• Hazardous Substances Data: 40980-53-8(Hazardous Substances Data)

Upstream product

• 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 
• 852570-97-9 ((4S,5R)-5-((R)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol 
• 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 

Downstream Products

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

Relevant articles and documents

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.

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.