133319-93-4

Basic information

• Product Name: (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol
• Synonyms: (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol
• CAS NO: 133319-93-4
• Molecular Weight: 146.143
• Mol File: 133319-93-4.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(133319-93-4)
• EPA Substance Registry System: (1S,2R,3S,4S)-5-cyclohexene-1,2,3,4-tetrol(133319-93-4)

Safety Data

• Hazardous Substances Data: 133319-93-4(Hazardous Substances Data)

Upstream product

• 4026-28-2 1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose 
• 22618-03-7 6-deoxy-1,2,3,4-di-O-isopropylidene-L-arabino-hex-5-enopyranoside 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 106-51-4 p-benzoquinone 
• 4381-96-8 (+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol 
• 17793-95-2 (1RS,2RS)-cyclohexa-3,5-diene-1,2-diol 
• 4381-96-8 (+/-)-tetraacetylconduritol C 
• 99756-37-3 (±)-3,6-di-O-benzoyl-1,2:4,5-di-O-isopropylidene-myo-inositol 
• 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 
• 41992-55-6 α-3,4,5,6-Tetrachlorocyclohex-1-ene 
• 39110-61-7 3,4,5,6-tetra-O-acetyl-1,2-O-cyclohexylidene-myo-inositol 
• 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 

Downstream Products

• 2975-92-0 (+/-)-1L-cyclohexane-1,3/2,4-tetrol 
• 61825-76-1 (+/-)-1-bromo-1-deoxyconduritol F 
• 61825-76-1 (+/-)-1-bromo-1-deoxyconduritol B 
• 2671-07-0 Penta-O-acetyl-5-brom-5-desoxy-rac-inosit 
• 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 

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

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.