Hydroxylamine → HCID 22615023, compound

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Reaction Steps

Aldehyde 34 can be obtained from compound 13 by the reaction using an oxidizing agent such as manganese dioxide. Aldehyde 34 can be the starting material for compounds 35, 36, 37, 38, 39, 40, 41, 42, 43 and 44. Amine 35 can be prepared by the reaction of compound 34 with an amine followed by reduction with a reducing agent such as sodium borohydride and sodium cyanoborohydride. Compounds 36 and 37 can be prepared by the reaction of compound 34 and a hydroxylamine derivative (NH2OR8) and a hydrazine derivative (NH2NR9R10) respectively. Wittig reaction (A. Maercker, Organic Reactions. Vol. 14, PP. 270-490) of compound 34 gives compound 38 and the hydrogenation of compound 38 gives compound 39. Wittig-Honor reaction (J. Boutagy and R. Thomas, Chem. Rev. Vol. 74, PP. 87-99, 1974) of compound 34 gives compound 40. Compound 40 can be converted into compound 41 by hydrogenation over a catalyst such as Palladium on carbon. Compound 41 can be converted into alcohol 42 by reducing compound 41 with a reducing agent such as lithium aluminium hydride. When compound 42 is treated with a base such as sodium hydride and halogen-R61a, compound 43 is obtained. When methanesulfonyl derivative of compound 42, which can be obtained by the reaction of compound 42 and methanesulfonyl chloride in the presence of a base such as triethylamine, is treated with HO—R61b in the presence of a base such as cesium carbonate, compound 44 is prepared.

Provenance & Evidence