Uncommon C1-C2 rupture in Methyl-4-C-allyl-2,4-dideoxy-3-O-mesyl-α-D-arabino-hexopyranoside

Russian Journal of Organic Chemistry -     

Kinetic studies of ozonation of polyhydric alcohols

Kinetic studies of the oxidation of polyhydric alcohols by ozone-oxygen mixtures in aqueous solutions at 284–302 K indicate that the second-order effective rate constantk decreases with increasing substrate concentration.

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- 284–302 . , .

     

Application of microwave radiation in petrochemical processes

The influence of a 2450-MHz microwave radiation on the synthesis of cyclic acetals and heterocyclic compounds and the product yields is shown. Results of research on the development of new technologies and reactors with microwave heating for petrochemical industry are summarized.     

Prostanoids: LXXXI. Synthesis of (±)-2-Decarboxy-2-ethyl-19,20-dinor-18-carboxyprostaglandin E1

2-Decarboxy-2-ethyl-19,20-dinor-18-carboxyprostaglandin E₁ was synthesized starting from (±)-7-hydroxy-6-hydroxymethyl-2-oxa-cis-bicyclo[3.3.0]octan-3-one.     

Synthesis of a Ring Fragment of 9α,11α-Thiathromboxane A2. Procedure for Bond C1-C2 Cleavage in Monosaccharides by an Example of D-Glucose 2-Deoxy-3-mesyl Derivative

4-C-Allyl-1-S-acetyl-2,4-dideoxy-3-O-mesyl-6-O-methoxymethyl-1-sulfanyl-,-D-arabinohexopyranoside treated with (Me₃Si)₂NNa in benzene at room temperature affords a bicyclic product resulting from intramolecular cyclization, and at treatment with a system MeONa-MeOH at heating suffers fragmentation furnishing (2S,3S)-1-methoxymethyloxy-3-vinyl-5-hexen-2-ol.     

Short synthesis of a novel class of salvinorin A analogs with hemiacetalic structure

Novel semisynthetic analogs of salvinorin A, a full agonist having extraordinary affinity as well as selectivity for the κ-opioid receptor (KOR), were obtained in good yields. The derivatives are remarkable for their unusual and unique hemiacetal structure in the salvinorin series of compounds. The formation of the hemiacetal occurs with epimerization at C-12, thus preserving the original configuration of salvinorin A. The dimethyl ester derivative of the hemiacetal was found to have an affinity for both KOR and MOR (μ-opioid receptor).     

Prostanoids: LXXXII. Synthesis of Key Precursors of 9-LO Thromboxans

Starting from levoglucosan, methyl 2,4-dideoxy-3-O-mesyl-4-C-[(2Z)-octenyl]--D-arabino-hexopyranoside and (+)-2-methoxy-6-[6-methoxycarbonyl-3-oxo-(1E)-hexenyl]-5-[(2Z)-octenyl]pyran-3-one were synthesized as potential building blocks for preparation of 9-LO thromboxanes.     

Prostanoids: LXXXV. Synthesis 9-Oxo Derivatives of 9-LO Thromboxans

Starting from levoglucosan, 1,6-anhydro-2,4-dideoxy-4-C-(2Z-octenyl)--D-arabino-hexopyranose was synthesized and converted into 9-oxo-9-LO thromboxan -lactone.