20097-43-2Relevant academic research and scientific papers
Intramolecular hydrogen abstraction in radicals derived from inositol 1,3-acetals: Efficient access to cyclitols
Murali, Chebrolu,Gurale, Bharat P.,Shashidhar, Mysore S.
experimental part, p. 755 - 764 (2010/03/26)
The benzylidene acetals obtained by cleavage of the orthobenzoate moiety in myoinositol 1,3,5-orthobenzoate were used to prepare mono- as well as di-deoxy inositol derivatives via their xanthates. The dideoxygenation is a result of intramolecular abstraction of the benzylidene acetal hydrogen and subsequent cleavage of the acetal ring. Such a cleavage does not take place in analogous acetals derived from, other orthoesters. The 1, 3-acetals derived from, myo- inositol 1,3,5-orthoesters were also used to prepare neo-inositol and isomeric deoxy-amino inositols. Most of the reactions in these synthetic sequences starting from myo-inositol give one product in each step. The results presented here show that myo-inositol 1,3,5-orthobenzoate offers many advantages over other orthoesters for the synthesis of cyclitol derivatives from myo-inositol.
Stereoselective synthesis of several azido/amino- and diazido/diamino-myo-inositols and their phosphates from p-benzoquinone
Podeschwa, Michael A.L.,Plettenburg, Oliver,Altenbach, Hans-Josef
, p. 1919 - 1929 (2007/10/03)
A practical route is described for the preparation of azido-myo-inositols, amino-myo-inositols and azido-conduritol B derivatives. Starting from p-benzoquinone, optically pure compounds in both forms can be prepared via enzymatic resolution of a derived diacetoxy conduritol B derivative. Selective introduction of nitrogen-containing functional groups in four of the six possible positions in the cyclitol moiety is followed by further functionalization to yield the target compounds.
THE PREPARATION OF CYCLOHEXANEPENTOLS FROM INOSITOLS BY DEOXYGENATION
Angyal, Stephen J.,Odier, Leon
, p. 209 - 220 (2007/10/02)
Several cyclohexapenetols heva been synthesized from inositols by blocking all but one hydroxyl group, converting the free hydroxyl group into its S-methyl dithiocarbonate, and treating it with tributylstannane.Suitable blocking-groups are methyl, benzyl, and methylthiomethyl ethers, and acetals.One cyclohexanepentol was prepared by the reductive deamination of an aminodeoxyinositol.
Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, VI. - Syntheses of Inosamine Derivatives
Kresze, Guenter,Dittel, Werner,Melzer, Horst
, p. 224 - 232 (2007/10/02)
With trans-6-methoxy-1,3-cyclohexadiene-5,6-diyldiacetate or -5,6-diol inosamine derivatives are synthesized in good yield.
Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, VII. - Synthesis of Conduramine-F1
Kresze, Guenter,Dittel, Werner
, p. 610 - 611 (2007/10/02)
A two-step synthesis of conduramine-F1 with trans-1,3-cyclohexadien-5,6-diyldiacetat (1) as educt is described.
Synthetic Study and Conformational Analysis of O-Benzylated Aminocyclitols
Kiso, Makoto,Kobayashi, Toshiyuki,Hasegawa, Akira
, p. 419 - 426 (2007/10/02)
DL-(1,3/2)-3-Acetamido-1,2-di-O-benzylcyclohex-4-enediol (IIIa) and DL-(1,3/4)-1-acetamido-3,4-di-O-benzylcyclohex-5-enediol (IIIb) were synthesized from DL-trans-1,2-di-O-benzylcyclohex-3-enediol (I) via the corresponding azide derivatives (IIa-b) prepar
Conversion of 1,6-Anhydromaltose into Pseudodisaccharides Containing Aminocyclitols as Constituent
Fujimaki, Itsuo,Kuzuhara, Hiroyoshi
, p. 2055 - 2060 (2007/10/02)
1,6-Anhydromaltose was chemically converted into a couple of pseudodisaccharides containing different inosamine (3-amino-3-deoxy-epi- and 1-amino-1-deoxy-1 L-myo-inositol) residues as constituents via 6-deoxy-6-nitro-maltose derivatives.
