Synthesis of carbocyclohexyloxyamino acids

Summary The carbocyclohexyloxy derivatives of some -amino acids were synthesized.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimisheskaya, No. 7, pp. 1294–1295, July, 1965     

Synthesis of dinitrodiazadicarboxylic acids

Summary A convenient method was proposed for the preparation of dinitrodiazadicarboxylic acids and some of their chemical transformations were studied.     

Synthesis of quinolinecarboxylic acids

Conclusions In the interaction of Schiff's bases containing a carboxyl group with vinyl ethyl ether and dihydrosylvan in the presence of BF₄, hydrogenated derivatives of quinolinecarboxylic acids are formed.     

Synthesis of iodinated meta-carboranecarboxylic acids

A new method for introduction of one and two iodine atoms into the meta-carborane fragments containing carboxy groups at the core carbon atoms C¹/C² was developed. Reaction proceeded in acetic acid at heating in the presence of concentrated nitric and sulfuric acids.     

Synthesis of nucleoside aminooxy acids

First nucleoside aminooxy acids were synthesized from furanoid sugar phthalimidooxy acids by N-glycosylation with uracil, thymine, N-benzoylcytosine, 6-N-benzoyladenine and 2-N-acetyl-6-O-diphenylcarbamoylguanine. Boc or Fmoc protected uridine aminooxy acid derivatives have also been prepared. As oxyamine protecting group, the phthalimido group was shown to be instable in MeOH, leading to the imide ring-opening product in a reversible way. This reaction was accelerated under acid or basic conditions. A uridine dimer linked by N-oxy amide has also been prepared by coupling of uridine aminooxy ester with uridine phthalimidooxy acid. These nucleoside aminooxy acids might constitute useful building blocks for the development of novel RNA mimics and conjugates with other biomolecules or reporter compounds.     

Synthesis of benzophenone-containing fatty acids

Syntheses of new benzophenone-containing fatty acids (FABPs) 1, 5, and 6 and a new route to FABP 3 are described. Combined with the known 2 and 4, these FABPs comprise a set of photoactivatable fatty acid analogues with the crosslinking site at defined distances from the carboxylic acid hydroxyl group oxygen atoms ranging from 7.9 to 25.0 A.     

Synthesis of triazolyl-linked polysialic acids

A new approach for the synthesis of triazolyl-linked α-(2-9) oligosialic acids by iterative copper(I)-catalyzed alkyne–azide cycloaddition (CuAAC) and desilylation has been developed. By using propargyl α-sialoside 5 and trimethylsilylated-propargyl 9-azido-α-sialoside 3 as building blocks, triazolyl-linked α-(2-9) di- to octa-sialic acids were constructed in good to moderate yields. Finally, the pseudo-α-(2-9)-oligosialic acids were obtained very smoothly via O-deprotection. The oligosialic acids with a triazolyl-linkage represent a new type of pseudooligosialic acids. This protocol may find applications in the preparation of oligosialic acid analogues with biological importance.     

Synthesis of substituted benzylphosphonic acids

Russian Chemical Bulletin -     

Synthesis of hexamethyleneamides of organic acids

Twenty hexamethyleneamides of various organic acids have been synthesized by a direct transamidation reaction. The process consists in the previous mixing of hexamethyleneimine, acetic anhydride, and the corresponding acid, heating the resulting mixture to the boil, and distilling off the acetic acid formed through a fractionating column. The synthesis of amides by this method is characterized by high yields and comparatively short times.     

Synthesis of esters of oxocaprylic acids

Conclusions On hydrogenation over Pt-C in the vapor phase (240–250°), esters of -(5-methylfuryl)-propionic acids undergo hydrogenolysis of the C-O bond in the furan ring and are converted into the corresponding esters of-oxocaprylic acid (35–50%) and-oxocaprylic acid (25–35%).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 420–422, February, 1967.