57819-56-4

Basic information

• Product Name: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-
• Synonyms: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-;1,2:5,6-BIS-O-(1-METHYLETHYLIDENE)-3-MET;D-chiro-Inositol, 3-O-methyl-1,2:5,6-bis-O-(1-methylethylidene)-;1,2:5,6-Di-O-isopropylidene-D-chiro-inositol;Dicyclohexylidene pinitol;IPNUFAHKROGNMZ-HGQQYVGVSA-N
• CAS NO: 57819-56-4
• Molecular Formula: C₁₃H₂₂O₆
• Molecular Weight: 274.311
• Mol File: 57819-56-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 105-108 °C(lit.)
• Appearance: /
• CAS DataBase Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(CAS DataBase Reference)
• NIST Chemistry Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(57819-56-4)
• EPA Substance Registry System: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(57819-56-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 57819-56-4(Hazardous Substances Data)

Upstream product

• 65556-81-2 1L-1,2:5,6-di-O-isopropylidene-chiro-inositol 
• 74-88-4 methyl iodide 
• 10284-63-6 pinitol 
• 77-76-9 2,2-dimethoxy-propane 
• 116-11-0 2-Methoxypropene 

Downstream Products

• 3006-56-2 1D-O¹,O²;O⁵,O⁶-diisopropylidene-O³-methyl-O⁴-(toluene-4-sulfonyl)-chiro-inositol 
• 122596-81-0 1D-O⁴-diphenoxyphosphoryl-O¹,O²;O⁵,O⁶-diisopropylidene-O³-methyl-chiro-inositol 
• 127002-22-6 1D-1-deoxy-1-fluoro-4,5-di-O-methyl-myo-inositol 
• 120444-25-9 1-deoxy-1-fluoroinositol 
• 81307-66-6 4-deoxy-3-O-methyl-D-chiro-inositol 
• 1219940-53-0 1,2,5,6-di(O-isopropylidene)-3-O-methyl-4-O-(O-phenylcarbonthioyl)-D-chiro-inositol 
• 6195-75-1 1D-O¹,O²,O⁵,O⁶-tetraacetyl-O³,O⁴-dimethyl-chiro-inositol 

Relevant articles and documents

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Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils

Semi-synthetic analogs of pinitol were subjected to screening by determining TNF-α expression in human neutrophils using flowcytometry. Among the tested compounds, three derivatives displayed more than 50% inhibition of TNF-α cytokine secretion in LPS ind

Inositols as chiral templates: 1,4-conjugate addition to tethered cinnamic esters.

The 1,4-addition of thio nucleophiles to chiro-inositols containing a cinnamyl Michael acceptor proceeded with excellent diastereochemical induction and good yields. Cleavage of the inositol auxiliary provides beta-thio hydrocinnamic acids in >99% ee's.