109526-05-8

Basic information

• Product Name: conduritol A tetraacetate
• Synonyms: conduritol A tetraacetate
• CAS NO: 109526-05-8
• Molecular Weight: 314.292
• Mol File: 109526-05-8.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: conduritol A tetraacetate(CAS DataBase Reference)
• NIST Chemistry Reference: conduritol A tetraacetate(109526-05-8)
• EPA Substance Registry System: conduritol A tetraacetate(109526-05-8)

Safety Data

• Hazardous Substances Data: 109526-05-8(Hazardous Substances Data)

Upstream product

• 526-87-4 conduritol A 
• 108-24-7 acetic anhydride 
• 127-08-2 potassium acetate 
• 135505-67-8 endo-cis-7-oxabicyclo<2.2.1>hept-5-ene-2,3-diol diacetate 
• 50269-97-1 7-Oxabicyclo<2.2.1>hept-5-en-exo/endo-2,exo/endo-3-diol 
• 32384-16-0 exo-/endo-3,5,10-Trioxatricyclo<5.2.1.0^2.6>dec-8-en-4-on 
• 80409-75-2 cis-2,2-dimethyl-3a,7a-dihydrobenzo[1,3]dioxole 
• 120063-28-7 anti-3,5,7,8-tetraoxa-4,4-dimethyl-tricyclo<5.2.2.0^2,6>undec-10-ene 
• 113863-66-4 cis-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[1,3]dioxole-4,7-diol 
• 31077-18-6 1,2,3,4,5,-penta-O-acetyl-6-bromo-6-deoxy-scyllo-inositol 
• 2671-07-0 (+/-)-1r,2c,3t,4c,5t-pentaacetoxy-6t-bromo-cyclohexane 
• 55990-84-6 Acetic acid (1R,2S,5R,6S)-5-acetoxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-yl ester 
• 25348-62-3 Acetic acid (3aR,4R,5S,6S,7R,7aS)-5,6,7-triacetoxy-2-thioxo-hexahydro-benzo[1,3]dioxol-4-yl ester 
• 112212-81-4 (+/-)-(1S,2R,3R,4S)-1,4-diacetoxy-2,3-dibromocyclohex-5-ene 

Downstream Products

• 182075-57-6 1,2,3,4-tetra-O-acetylconduritol E 
• 191793-10-9 Acetic acid (1R,2R,5R,6R)-2,6-diacetoxy-5-hydroxy-cyclohex-3-enyl ester 
• 189389-04-6 (+)-(1S,2R,3R,4S)-1,2,3,4-tetraacetoxy-5-cyclohexene 
• 252316-80-6 (2S,3S)-diacetoxy-(1R,4R)-dihydroxycyclohex-5-ene 
• 1254-38-2 inositol peracetate 
• 220564-13-6 (1S,2S,3R,6R)-6-(pivaloyloxy)cyclohex-4-ene-1,2,3-triyl triacetate 
• 80226-74-0 (-)-(1R,2S,3S,4R)-1,2,3,4-tetraacetoxy-5-cyclohexene 
• 949887-64-3 (1R,2R,3S,6S)-6-(pivaloyloxy)cyclohex-4-ene-1,2,3-triyl triacetate 
• 157761-58-5 ((1R,2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-7-oxabicyclo-[4.1.0]heptan-2-yl)methanol (+)-2,3,4-tri-O-benzylcyclophellitol 
• 220564-15-8 (1R,4R,5S,6R)-4,5,6-trihydroxycyclohex-2-en-1-yl pivalate 
• 220564-16-9 (-)-(1R,2S,3S,4R)-2,3,4-tribenzyloxy-5-cyclohexene-1-ol 
• 176380-10-2 (1R,2R,5S,6S)-5,6-bis(benzyloxy)-2-{[(tert-butyldimethylsilyl)-oxy]methyl}cyclohex-3-en-1-ol 
• 382601-71-0 (-)-(1R,2R,3S,4R)-1-pivaloxy-2,3,4-tribenzyloxy-5-cyclohexene 
• 6090-95-5 conduritol β-epoxide 

Relevant articles and documents

From cycloolefins to chiral, polyfunctionalized linear C6/C12 building blocks - Biocatalysis, (-)-conduramine E

1,4-Cyclohexadiene is the starting material for the expeditious synthesis of the 1S2S3S4R- and 1R2R3R4S-epoxy-cyclohexene-1,4-diol monoacetates through enzyme-catalyzed hydrolysis and transesterification, respectively. The absolute configurations are established by correlation of (-)-10 and known (+)-conduramine E. Ozonation and functional group manipulation open access to fully protected, polyfunctionalized C6-aldehydes whose reductive coupling to C2-symmetrical C12 building blocks is being explored. (C) 2000 Elsevier Science Ltd.

A Novel and Stereospecific Synthesis of Conduritol-A

A new and stereospecific synthesis for conduritol-A has been developed starting from cyclohexa-1,4-diene where hydroxy groups have been introduced by classical KMnO4-oxidation followed by photo-oxygenation; suitable ring-opening reactions gave the desired

A concise synthetic route to the conduritols from pentoses

A short synthetic strategy for preparation of the conduritols is described. The key step employs a zinc-mediated fragmentation of protected methyl 5-deoxy-5-iodo-D-pentofuranosides followed by an allylation of the intermediate aldehyde in the same pot. Th

Stereoselective synthesis of myo-, neo-, L-chiro, D-chiro, allo-, scyllo-, and epi-inositol systems via conduritols prepared from p-benzoquinone

A practical route is described for the flexible preparation of a wide variety of inositol stereoisomers and their polyphosphates. The potential of this approach is demonstrated by the synthesis of myo-, L-chiro-, D-chiro-, epi-, scyllo-, allo-, and neo-inositol systems. Optically pure compounds in either enantiomeric form can be prepared from p-benzoquinone via enzymatic resolution of a derived conduritol B key intermediate. High-performance anion-exchange chromatography with pulsed amperometric detection permits inositol stereoisomers to be resolved and detected with high sensitivity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.