- Practical and scalable synthesis of α-(1→4)-linked polysaccharides composed of 6-O-methyl-D-glucose
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A second-generation synthesis of synthetic 6-O-methyl-D-glucose-containing polysaccharides (sMGPs) is reported. Glycosidation acceptor A and donor B are prepared from α-, β-, and γ-cyclodextrins in high yields. The glycosidation of A and B, followed by de
- Cheon, Hwan-Sung,Lian, Yiqian,Kishi, Yoshito
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p. 3327 - 3329
(2008/03/27)
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- Mild regioselective phosphorylation of β-cyclodextrin with trivalent phosphorus acid amides
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Phosphorylation of β-cyclodextrin with trivalent phosphorus acid diamides in pyridine is found to proceed selectively at primary hydroxy groups under mild conditions (20°C) due to the supramolecular effect of the cyclodextrin cavity. The compounds obtained are of practical interest for further synthesis on their basis of amphiphilic glycophospholipids immobilized on the cyclodextrin matrix. Nauka/Interperiodica 2006.
- Grachev,Senyushkina,Kurochkina,Vasyanina,Nifant'ev
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p. 1533 - 1536
(2008/02/05)
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- Dismutation of arylene phosphorodiamidites: Specific features and aspects of preparative use
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The dismutation of arylene phosphorodiamidites derived from the simplest phenols and naphthols and of their dibasic analogs was studied. The main regular trends of this process and the limits of its synthetic applicability were determined. Pleiades Publishing, Inc., 2006.
- Rasadkina,Slitikov,Nifant'ev
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p. 183 - 197
(2008/02/08)
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- Dismutation of diamidoarylphosphites
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Some examples of spontaneous dismutation of diamidoarylphosphites in different solvents were studied, and features of the process were revealed.
- Nifantyev, Edward E.,Rasadkina, Elena N.,Slitikov, Pavel V.,Vasyanina, Larisa K.
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p. 2465 - 2477
(2007/10/03)
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- Synthesis of Casein-Related Peptides and Phosphopeptides. VII. The efficient Synthesis of Ser(P)-Containing peptides by the Use of Boc-Ser(PO3R2)-OH Derivatives
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A new approach to the synthesis of Ser(PO3R2)-containing peptides by using five protected Boc-Ser(PO3R2)-OH (R = phenyl, ethyl, methyl, benzyl, t-butyl) derivatives is described.The five Boc-protected derivatives are prepared by a simple three-step synthe
- Perich, John W.,Alewood, Paul F.,Johns, R. B.
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p. 233 - 252
(2007/10/02)
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- An improved synthesis of dihydroxyacetone phosphate
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An improved procedure has been developed for the synthesis of dihydroxyacetone phosphate (DHAP). Reaction of 2,5-diethoxy-p-dioxane-2,5-dimethanol (1) and the trivalent phosphorylating reagent dibenzyl-N,N-diethylphosphoramidite (DDP) in the presence of 1,2,4-triazole or tetrazole followed by oxidation with H2O2 gave 2,5-diethoxy-p-dioxane-2,5-dimethanol-O-21-O-51-bis(phosphate) tetrabenzyl ester (2) in 98% yield. Compound 2 was then hydrogenated in the presence of H2-Pd/C to give, after neutralization, 2,5-diethoxy-p-dioxane-2,5-dimethanol-O-21-O-51-bis(phosphate) as a stable trisodium salt (3) in 84% yield. Treatment of 3 with Dowex 50 (H+) generates 2 equivalents of DHAP.
- Pederson,Esker,Wong
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p. 2643 - 2648
(2007/10/02)
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- Synthesis of Casein-Related Peptides and Phosphopeptides. V The Efficient Global 'Phosphite-Triester' Phosphorylation of Protected Serine Derivatives and Peptides by Using Dibenzyl or Di-t-butyl N,N-Diethylphosphoramidite.
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Both dibenzyl N,N-diethylphosphoramidite and di-t-butyl N,N-diethylphosphoramidite are shown to be suitable reagents for the efficient 1H-tetrazole-catalysed 'phosphite-triester' phosphorylation of the protected serine derivative Boc-Ser-OCH2C6H4NO2-p. Bo
- Perich, John W.,Johns, R. B.
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p. 1623 - 1632
(2007/10/02)
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- A NEW, CONVENIENT AND EFFICIENT GENERAL PROCEDURE FOR THE CONVERSION OF ALCOHOLS INTO THEIR DIBENZYL PHOSPHOROTRIESTERS USING N,N-DIETHYL DIBENZYL PHOSPHORAMIDITE
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A general procedure is described for the near-quantitative preparation of alkyl dibenzyl phosphates by treating primary, secondary or tertiary alcohols with N,N-diethyl dibenzyl phosphoramidite/1H,5-methyltetrazole followed by mild oxidation of the resultant alkyl dibenzyl phosphites with 3-chloroperoxybenzoic acid.
- Perich, J. W.,Johns, R. B.
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p. 101 - 102
(2007/10/02)
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- A new approach to the synthesis of phosphatidic acids and their analogs
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The synthesis of phosphatidic acids, their monoamides and dialkyl esters, and thiophosphatidic acids was realized on the basis of the amidophosphites of 1,2-diacylglycerols and 1,2-isopropylideneglycerol.
- Smirnova, L.I.,Malenkovskaya, M. A.,Predvoditelev, D. A.,Nifant'ev, E. E.
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p. 1011 - 1019
(2007/10/02)
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