351885-25-1

Basic information

• Product Name: 5-Cyclohexene-1,2,3,4-tetrol, (1R,2R,3S,4S)- (9CI)
• Synonyms: 5-Cyclohexene-1,2,3,4-tetrol, (1R,2R,3S,4S)- (9CI)
• CAS NO: 351885-25-1
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.1412
• Product Categories: ALCOHOL
• Mol File: 351885-25-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Cyclohexene-1,2,3,4-tetrol, (1R,2R,3S,4S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cyclohexene-1,2,3,4-tetrol, (1R,2R,3S,4S)- (9CI)(351885-25-1)
• EPA Substance Registry System: 5-Cyclohexene-1,2,3,4-tetrol, (1R,2R,3S,4S)- (9CI)(351885-25-1)

Safety Data

• Hazardous Substances Data: 351885-25-1(Hazardous Substances Data)

Upstream product

• 743444-57-7 2,2,7,7-tetramethyl-(3ar,5ac,8ac,8bc)-3a,5a,8a,8b-tetrahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 371155-78-1 (3aR,4R,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate 
• 371155-67-8 (3aS,4S,7R,7aR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate 
• 488-58-4 epi-Inositol 
• 351885-16-0 (3S,4S,5R,6R)-4,5,6-Tris-methoxymethoxy-oct-1-en-7-yn-3-ol 
• 438034-27-6 (3aS,4R,7R,7aR)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monoacetate 
• 158850-48-7 (3aR,4S,7S,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 
• 871676-58-3 1,2,7,8-tetradeoxy-3-benzoyl-5,6-O-isopropylidene-D-allo-octa-1,7-dienitol 
• 871676-59-4 (1S,2S,3S,6R)-3-benzoyloxy-8,8-dimethyl-2-hydroxy-7,9-dioxabicyclo[4.3.0]non-4-ene 
• 351885-23-9 (1S,4R,5R,6S)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol 
• 219130-50-4 1,4-dihydroxy-5,6-(isopropylidenedioxy)-2-cyclohexene 
• 124096-71-5 (1R,4S,5R,6S)-2,3-Dioxa-bicyclo[2.2.2]oct-7-ene-5,6-diol 
• 158821-95-5 4t,7t-diacetoxy-(3ar,7ac)-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-2-one 

Downstream Products

• 191793-10-9 Acetic acid (1R,2R,5R,6R)-2,6-diacetoxy-5-hydroxy-cyclohex-3-enyl ester 
• 155239-00-2 (3R,4R,5R,6S)-6-amino-3,4,5-trihydroxy-cyclohex-1-ene 
• 182075-57-6 1,2,3,4-tetra-O-acetylconduritol E 
• 594858-32-9 (-)-1,2,3,4-tetra-O-acetylconduritol E 
• 137567-79-4 (1R,2R,3R,4R)-5-cyclohexene-1,2,3,4-tetrol 
• 139559-64-1 (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol 
• 643-10-7 allo-inositol 
• 123354-99-4 meso-Conduritol D tetraacetate 
• 4381-96-8 (+/-)-1,2,3,4-tetra-O-acetylconduritol E 
• 1071696-36-0 3r,4c,5c,6c-tetrakis-benzoyloxy-cyclohexene 

Relevant articles and documents

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

Directed dihydroxylation of cyclic allylic alcohols and trichloroacetamides using OsO4/TMEDA

The oxidation of a range of cyclic allylic alcohols and amides with OsO4/TMEDA is presented. Under these conditions, hydrogen bonding control leads to the (contrasteric) formation of the syn isomer in almost every example that was examined. Evidence for the bidentate binding of TMEDA to OsO4 is presented and a plausible mechanism described.

A New Convergent Route to Conduritols A-F from a Common Chiral Building Block

(matrix presented) A diastereocontrolled route to conduritols A-F has been developed starting from a common chiral building block containing an oxabicyclo-[3.2.1]octane framework.