132437-54-8

Upstream product

• 100-44-7 benzyl chloride 
• 87-89-8 D-myo-inositol 
• 124684-95-3 1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-L-myo-inositol 
• 124684-95-3 1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(2',3',4',6'-tetra-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 
• 142436-07-5 2,3,4,5-O-Tetrabenzyl-D-myo-inositol 
• 106-95-6 allyl bromide 
• 260392-70-9 2,4-O-Di(tert-butyldiphenylsilyl)-myo-inositol 
• 83051-88-1 methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 137793-99-8 1-O-acetyl-3,4,5-tri-O-benzyl-D-myo-inositol 
• 137793-96-5 (1R,2R,3S,4R,5S)-3,4,5-tribenzyloxy-2-hydroxy-6-oxocyclohexyl acetate 
• 137793-90-9 (Z)-methyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-gluco-hex-5-enopyranoside 
• 628312-96-9 1,2-O-isopropylidene-3,4,5,6-tetra-O-benzyl-D-chiro-inositol 
• 202845-39-4 Acetic acid (1S,2R,3R,4S,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester 
• 202798-30-9 (3aR,4S,5R,6R,7R,7aS)-4,5,6,7-Tetrakis-benzyloxy-hexahydro-benzo[1,3,2]dioxathiole 2,2-dioxide 

Downstream Products

• 114218-29-0 (+/-)-1-O-allyl-2,3,4,5,6-pentakis-O-benzyl myo-inositol 
• 6195-45-5 DL-2,3,4,5,6-penta-O-benzyl-myo-inositol 
• 134275-54-0 3,4-Dihydroxy-butane-1-sulfonic acid (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyl ester 
• 134275-54-0 3,4-Dihydroxy-butane-1-sulfonic acid (1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyl ester 
• 134275-55-1 Hexadecanoic acid 1-hexadecanoyloxymethyl-3-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxysulfonyl)-propyl ester 
• 26277-03-2 (+/-)-O²,O³,O⁴,O⁵,O⁶-Pentabenzyl-myo-inosit-hydogenphthalat 
• 26277-07-6 (+/-)-2,3,4,5,6-O-Pentabenzyl-1-O--myo-inosit 
• 260392-75-4 1-O-Allyl-2,3,4,5-tetra-O-benzyl-6-O-(2-azido-3,6-di-O-benzyl-4-O-tert-butylmethylsilyl-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 
• 312538-73-1 1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 
• 312631-42-8 1-O-allyl-2,3,4,5-tetra-O-benzyl-6-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 
• 150772-66-0 (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol 
• 150772-58-0 1-O-allyl-6-O-(2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl)-2,3,4,5-tetra-O-benzyl-D-myo-inositol 
• 10583-42-3 5-O-allyl-1,2,3,4-tetra-O-benzyl-myo-inositol 

Relevant academic research and scientific papers

Relative reactivity of hydroxyl groups in inositol derivatives: role of metal ion chelation

O-Alkylation of myo-inositol derivatives containing more than one hydroxyl group via their alkali metal alkoxides (sodium or lithium) preferentially occurs at a hydroxyl group having a vicinal cis-oxygen atom. In general the observed selectivity is relatively higher for lithium alkoxides than for the corresponding sodium alkoxide. The observed regioselectivity is also dependent on other factors such as the solvent and reaction temperature. A perusal of the results presented in this article as well as those available in the literature suggests that chelation of metal ions by inositol derivatives plays a significant role in the observed regioselectivity. Steric factors associated with the axial or equatorial disposition of the reacting hydroxyl groups do not contribute much to the outcome of these O-alkylation reactions. These results could serve as guidelines in planning synthetic strategies involving other carbohydrates and their derivatives.

New fluorescent probes reveal that flippase-mediated flip-flop of phosphatidylinositol across the endoplasmic reticulum membrane does not depend on the stereochemistry of the lipid

Glycerophospholipid flip-flop across biogenic membranes such as the endoplasmic reticulum (ER) is a fundamental feature of membrane biogenesis. Flip-flop requires the activity of specific membrane proteins called flippases. These proteins have yet to be i

1,2-Diacetals in synthesis: Total synthesis of a glycosylphosphatidylinositol anchor of Trypanosoma brucei

A full account on a total synthesis of GPI anchor 1 employing butanediacetal (BDA) groups and a chiral bis(dihydropyran) is presented. The reactivity of selenium and thio glycosides was tuned by the use of BDA groups. This allowed the assembly of an appro

Syntheses of penta-O-benzyl-myo-inositols, O-β-L-arabinosyl-(1 → 2)sn-myo-inositol, O-α-D-galactosyl-(1 → 3)-sn-myo-inositol, and O-α-D-galactosyl-(1 → 6)-O-α-D-galactosyl-(1 → 3)-sn-myo-inositol

Two-step conversions of myo-inositol into (±)-2,3,4,5,6- and 1,3,4,5,6-penta-O-benzyl-myo-inositols are described. Starting from these monohydroxy derivatives of myo-inositol, O-β-L-arabinopyranosyl-(1→2)-sn-myo-inositol from Japanese green tea, Camellia sinensis, and O-α-D-galactopyranosyl-(1→3)-sn-myo-inositol (galactinol) as well as its homolog, O-α-D-galactopyranosyl-(1→6(II))-galactinol, were synthesized by way of the in situ activating glycosylation procedure.

Concerning the reactivities of the C-1, C-2 and C-6 hydroxy groups of myo-inositol

Regioselectivities in the reactions of the three contiguous free hydroxy groups at C-6, C-1, and C-2 of 3,4,5-tri-O-benzyl-D-myo-inositol have been examined. Stannylene activation permits selective alkylation and esterification at C-1; however, acyl migra

Ready routes to key myo-inositol component of GPIs employing microbial arene oxidation or Ferrier reaction

Microbial arene oxidation or Ferrier reaction of enol acetates provides versatile complementary routes that greatly facilitate preparation of inositol synthon(s) for GPI assembly.

Synthesis of phosphatidyl-2-O-alkylinositols as potential inhibitors for PI specific PLC

(±)-Racemic phosphatidyl-2-O-methylinositol and phosphatidyl-2-O-heptylinositol were synthesized and tested as mechanism-based inhibitors of bacterial PI-PLC activity.

Synthesis of D- and L-myo-Inositol 1-phosphorothioate, Substrates for Inositol Monophosphatase

The D- and L- enantiomers of myo-inositol 1-phosphorothioate have been synthesized from 2,3,4,5,6-pentakis-O-benzyl myo-inositol in 6 steps, both compounds are substrates for inositol monophosphatase.D-glucopyranose 6-phosphorothioate did not serve as a s

AN APPROACH TOWARD THE SYNTHESIS OF RACEMIC MYO-INOSITOL 1-( 3,4-DI-PALMITOYLOXYBUTYL)-SULFONATE

Substitution of the triflate function in 1,2-isopropylidene-sn-glycerol 3-trifluoromethanesulfonate by the α-lithio-anion of 2,3,4,5,6-penta-O-benzyl-myo-inositol 1-methanesulfonate afforded, after acid hydrolysis of the acetonide function, followed by pa