63096-92-4Relevant academic research and scientific papers
Novel selectivity in carbohydrate reactions, IV: DABCO-mediated regioselective primary hydroxyl protection of carbohydrates
Gadakh, Bharat Kacheshwar,Patil, Premanand Ramrao,Malik, Satish,Kartha, K. P. Ravindranathan
experimental part, p. 2430 - 2438 (2009/12/03)
An efficient procedure for the regioselective tritylation of primary hydroxyl group of aldohexopyranosides and nucleosides using trityl chloride in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) in dichloromethane has been developed. Subsequent acetylation of the tritylated products in the same pot has been made possible, thereby providing an efficient route to the fully protected carbohydrate derivatives that can be discriminated chemoselectively.
Convenient method for the preparation of trityl ethers from secondary alcohols
Colin-Messager, Sandrine,Girard, Jean-Pierre,Rossi, Jean-Claude
, p. 2689 - 2692 (2007/10/02)
The preparation of trityl ethers from secondary alcohols (10 mmol) with triphenylmethyl chloride (1.2 eq.) is carried out at room temperature by using DBU (1.4 eq.) as base in CH2Cl2. The high yielding procedure is very simple and it
The Allyl Group for Protection in Carbohydrate Chemistry. Part 20. Synthesis of 1L-1-O-Methyl-myo-inositol by Resolution of (+/-)-1,2,4-Tri-O-benzyl-myo-inositol
Gigg, Jill,Gigg, Roy,Payne, Sheila,Conant, Robert
, p. 1757 - 1762 (2007/10/02)
Racemic 1,2,4-tri-O-benzyl-myo-inositol was prepared by two new routes from (+/-)-1,4-di-O-benzyl-5,6-O-isopropylidine-myo-inositol, one route involving the crystalline intermediate (+/-)-1-O-allyl-3,6-di-O-benzyl-4,5-O-isopropylidine-myo-inositol.Oxidati
SYNTHESIS OF 1,2-trans-DISACCHARIDES via SUGAR THIO-ORTHOESTERS
Backinowsky, Leon V.,Tsvetkov, Yury E.,Balan, Nikolay F.,Byramova, Narguiz E.,Kochetkov, Nikolay K.
, p. 209 - 222 (2007/10/02)
The reaction of sugar 1,2-thio-orthoesters in the D-gluco, D-galacto, D-manno, and L-rhamno series with primary and secondary trityl ethers of monosaccharides, in the presence of triphenylmethylium perchlorate as catalyst, affords, stereospecifically, derivatives of 1,2-trans-disaccharides in good yields. 4-Trityl ethers of benzyl 2-acetamido-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranoside and methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside exhibit low reactivity in glycosylation by thio-ortho-esters.A reaction scheme for the glycosylation is discussed.
