4782-75-6

Basic information

• Product Name: CONDURITOL D
• Synonyms: CONDURITOL D;(1R,2R,3S,4S)-rel-5-Cyclohexene-1,2,3,4-tetrol
• CAS NO: 4782-75-6
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.14
• Product Categories: All Inhibitors;Glycosidase Inhibitors;Inhibitors
• Mol File: 4782-75-6.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 281.926°C at 760 mmHg
• Flash Point: 141.347°C
• Appearance: /
• Density: 1.666g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.693
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: CONDURITOL D(CAS DataBase Reference)
• NIST Chemistry Reference: CONDURITOL D(4782-75-6)
• EPA Substance Registry System: CONDURITOL D(4782-75-6)

Safety Data

• Hazardous Substances Data: 4782-75-6(Hazardous Substances Data)

Usage

Uses

Conduritol D (cas# 4782-75-6) is a compound useful in organic synthesis.

InChI:InChI=1/C6H10O4/c7-3-1-2-4(8)6(10)5(3)9/h1-10H/t3-,4+,5-,6+

Upstream product

• 158821-95-5 4t,7t-diacetoxy-(3ar,7ac)-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-2-one 
• 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 
• 371155-83-8 (3aS,4S,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol dibenzoate 
• 371155-64-5 (3aS,4R,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 
• 371155-82-7 (3aS,4R,7R,7aS)-3a,4,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-4,7-diol 4-monobenzoate 
• 106-51-4 p-benzoquinone 
• 143308-52-5 (1α,2β,4β,7α)-3,8,10-trioxa-9,9-dimethyl-tricyclo<5,3,0,0^2,4>doc-5-ene 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 4381-96-8 (+/-)-tetraacetylconduritol C 
• 99756-37-3 (±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol 
• 94482-74-3 (+)-(1R,2R,4R)-2-endo-cyano-7-oxabicyclo<2.2.1>hept-5-ene-2-exo-yl acetate 
• 5273-61-0 (5RS,6RS)-5,6-dibromocyclohex-2-ene-1,4-dione 
• 69945-44-4 (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol 

Downstream Products

• 2975-92-0 (+/-)-cyclohexane-1r,2c,3t,4t-tetraol 
• 6090-95-5 (+/-)-1,2-anhydro-allo-inositol 
• 2975-92-0 (+/-)-1D-cyclohexane-1,2,4/3-tetrol 
• 6090-95-5 conduritol β-epoxide 
• 2975-92-0 d,l-(1,2,3/4)-cyclohexanetetrol 
• 4381-96-8 (+/-)-1,2,3,4-tetra-O-acetylconduritol E 
• 4381-96-8 (+/-)-tetraacetylconduritol C 
• 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

Concise synthesis of (+)-conduritol F and inositol analogues from naturally available (+)-proto-quercitol and their glucosidase inhibitory activity

An effective synthesis of (+)-conduritol F, (+)-chiro- and (+)-epi-inositols from naturally available (+)- proto-quercitol is described. This synthetic method provides a concise synthesis of cyclitols in enantiomerically pure form. Of the synthesized cyclitols, (+)-conduritol F potently inhibits type I α-glucosidase with an IC50 value of 86.1 lM, which is five times greater than the standard antidiabetic drug, acarbose.

Common-intermediate strategy for synthesis of conduritols and inositols via beta-hydroxy cyclohexenylsilanes.

[reaction: see text] Syntheses of conduritols B-D and F and d-(+)-chiro- and neo-inositols from cyclohexenylsilane intermediates are described. The key cyclohexylsilane intermediates 5 and 14 were synthesized by stereoselective olefin dihydroxylation of t

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.