227196-03-4

Upstream product

• 100-39-0 benzyl bromide 
• 40617-60-5 1,2:5,6-bis-O-(1-methylethylidene)-D-chiro-inositol 
• 391201-70-0 (1S,2R,3R,4S)-1,4-di-O-benzylconduritol B 
• 100-51-6 benzyl alcohol 
• 170210-90-9 Acetic acid (1R,4R,5S,6S)-4-acetoxy-5,6-dibromo-cyclohex-2-enyl ester 
• 701272-07-3 3,4-di-O-allyl-1,2:5,6-di-O-isopropylidene-D-chiro-inositol 
• 700863-94-1 3,4-di-O-allyl-D-chiro-inositol 
• 110550-25-9 3,4-di-O-allyl-2,5-di-O-benzyl-D-chiro-inositol 
• 594858-44-3 1,2-anhydro-3,6-di-O-benzyl-myo-inositol 

Downstream Products

• 428818-07-9 2,5-di-O-benzyl-3,4-O-(2',3'-dimethylbutane-2',3'-diyl)-D-chiro-inositol 
• 700863-95-2 2,5-di-O-benzyl-D-manno-hexodialdose 
• 700863-96-3 N-benzyl-3,6-di-O-benzyl-D-manno-3,4,5,6-tetrahydroxyazepane 
• 428818-18-2 2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol 
• 428818-17-1 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-D-chiro-inositol 
• 428818-13-7 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl-α(1->1)-2,5-di-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-chiro-inositol 
• 676521-38-3 (+)-2,5-di-O-benzyl-1,3,4,6-tetra-O-(2-oxo-5,6-benzo-1,3,2-dioxaphosphep-2-yl)-D-chiro-inositol 

Relevant academic research and scientific papers

Synthesis, calcium mobilizing, and physicochemical properties of D- chiro-inositol 1,3,4,6-tetrakisphosphate, a novel and potent ligand at the D- myo-inositol 1,4,5-trisphosphate receptor

The synthesis of a novel and potent ligand at the D-myo-inositol 1,4,5- trisphosphate receptor (InsP3R) is described. D-chiro-Inositol 1,3,4,6- tetrakisphosphate (7) and L-chiro-inositol 1,3,4,6-tetrakisphosphate (ent-7) have been synthesized f

Conformation inversion of an inositol derivative by use of silyl ethers: A modified route to 3,6-di-O-substituted-L-ido-tetrahydroxyazepane derivatives

The tans-diequatorial 3,4-diol of 2,5-di-O-benzyl-D-chiro-inositol cleaved selectively with the periodate ion in the presence of the trans-diaxial 1,6-diol to give a dialdehyde (dialdose) from which 3,6-di-O-benzyl-D- mannotetrahydroxyazepane (1) was made. The trans-diaxial 1,6-diol of 3,4-di-O-allyl-2,5-di-O-benzyl-D-chiro-inositol was not cleaved satisfactorily by periodate, but replacement of the allyl substituents with tert-butyldimethylsilyl groups caused conformational inversion of the inositol ring, and the resulting trans-diequatorial 1,6-diol cleaved efficiently to give a dialdehyde from which 3,6-di-O-benzyl-L-tdo-tetrahydroxyazepane (2) can be prepared.

Stereoselective synthesis of myo-, neo-, L-chiro, D-chiro, allo-, scyllo-, and epi-inositol systems via conduritols prepared from p-benzoquinone

A practical route is described for the flexible preparation of a wide variety of inositol stereoisomers and their polyphosphates. The potential of this approach is demonstrated by the synthesis of myo-, L-chiro-, D-chiro-, epi-, scyllo-, allo-, and neo-inositol systems. Optically pure compounds in either enantiomeric form can be prepared from p-benzoquinone via enzymatic resolution of a derived conduritol B key intermediate. High-performance anion-exchange chromatography with pulsed amperometric detection permits inositol stereoisomers to be resolved and detected with high sensitivity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

New synthesis of 1-D-O-(2-amino-2-deoxy-D-gluco- and -galactopyranosyl)-chiro-inositols

New and highly effective procedures for the preparation of d-chiro-inositol derivatives, essentially based on selective protection of the vicinal diequatorial diol systems present in this molecule, are reported. This selective protection affords C2/