139559-64-1

Basic information

• Product Name: (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol
• Synonyms: (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol
• CAS NO: 139559-64-1
• Molecular Weight: 146.143
• Mol File: 139559-64-1.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(139559-64-1)
• EPA Substance Registry System: (1S,2S,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(139559-64-1)

Safety Data

• Hazardous Substances Data: 139559-64-1(Hazardous Substances Data)

Upstream product

• 202459-92-5 1D-(1,2/3,4)-1,2-O-isopropylidene-5-cyclohexene-1,2,3,4-tetrol 
• 277744-82-8 (3S,4S,5S,6S)-3,6-dihydroxy-4,5-(isopropylidenedioxy)-cyclohexene 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 4381-96-8 (+/-)-tetraacetylconduritol C 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 4381-96-8 (+/-)-tetra-O-acetylconduritol F 
• 4381-96-8 (+/-)-1,2,3,4-tetra-O-acetylconduritol E 
• 88708-22-9 (+)-(1R,4R)-7-oxabicyclo<2.2.1>-hept-5-en-2-one 
• 371155-82-7 (3aS,4R,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate 
• 371155-64-5 (3aS,4R,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 
• 538334-67-7 (3S,4R,5S,6R)-5,6-dibenzyloxy-3-(dimethylphenylsilanyl)octa-1,7-dien-4-ol 
• 538334-70-2 (1R,2S,5R,6R)-5,6-dibenzyloxy-2-(dimethylphenylsilanyl)cyclohex-3-enol 
• 535994-37-7 (2S,3R)-2,3-dibenzyloxy-4-penten-1-al 
• 371155-83-8 (3aS,4S,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol dibenzoate 

Downstream Products

• 849596-44-7 [1S-(1α,2α,3β,4β)]-cyclohexane-1,2,3,4-tetrol 
• 2975-92-0 (+/-)-1L-cyclohexane-1,3/2,4-tetrol 
• 347377-81-5 (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-5-cyclohexene-2,3-diol 
• 253584-54-2 (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene 
• 347377-79-1 C₂₈H₂₃NO₆ 
• 347377-76-8 (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2-(N-benzyl)carbamyl-5-cyclohexene-3-ol 
• 347377-80-4 C₂₈H₂₅NO₈ 
• 347377-82-6 C₂₉H₂₅NO₈ 
• 347377-78-0 C₂₉H₂₄F₃NO₉S 

Relevant articles and documents

A unified and common intermediate strategy for the asymmetric total synthesis of 3-deoxy-neo-inositol and conduritol E

A competent, simplistic, and unified synthetic approach has been outlined for enantiomerically pure 3-deoxy-neo-inositol and conduritol E starting from D-ribose via a common chiral cyclohexenol derivative. The focal attributes of the synthetic route inclu

Halichondrin B: Synthesis of the C1-C22 subunit

Two efficient routes to the C1-C22 subunit of halichondrin B are described. The cage ketal 7, which contains 11 asymmetric centers embedded within the ABCDEF-ring framework, was assembled from (+)-conduritol E (27) in 18 steps and 4% overall yield. In a s

Facile syntheses of all possible diastereomers of conduritol and various derivatives of inositol stereoisomers in high enantiopurity from myo-inositol

Phosphoinositide-based signaling processes are crucially important in intracellular signal transduction events. Inositol phosphate analogues have been useful in probing the structure-activity relationships between inositol phosphates and biomacromolecules, and in studying biological functions of newly found inositol phosphates. Thus, a systematic and ready access to inositol stereoisomers is highly desirable. And practical and convenient syntheses of conduritols and related compounds are also important because of their biological activities and their synthetic utilities in the preparation of other bioactive molecules. We herein report the first syntheses of all possible diastereomers of conduritol and various derivatives of eight inositol stereoisomers in high enantiopurity from myo-inositol, which involve efficient enzymatic resolution of the intermediates conduritol B and C derivatives, followed by oxidation-reduction or the Mitsunobu reaction, and cis-dihydroxylation in stereo- and regioselective manners.