Efficient Syntheses of Pyrofolic Acid and Pteroyl Azide, Reagents for the Production of Carboxyl-Differentiated Derivatives of Folic Acid
摘要:
Reaction of folic acid (1) with excess trifluoroacetic anhydride provides access to both the previously unknown N-10-(trifluoroacetyl)pyrofolic acid (8) and pyrofolic acid (9). Reaction of either of these materials with hydrazine selectively affords pteroyl hydrazide (13), which may be oxidized to pteroyl azide (27) on a large scale (62% overall from 1 without the need for chromatography). Treatment of 27 with differentially protected glutamates provides a convenient and high-yielding synthesis of differentially protected, optically pure folates.
Erikson, Torsten K. G.; Bryan, Jeffrey C.; Mayer, James M., Organometallics, 1988, vol. 7, # 9, p. 1930 - 1938
作者:Erikson, Torsten K. G.、Bryan, Jeffrey C.、Mayer, James M.
DOI:——
日期:——
Cambi, L., Atti della Reale Accademia dei Lincei. Serie 5: Rendiconti Classe di scienze fisiche, matematiche e naturali., 1964, vol. 23 I, p. 244 - 252
Reactions of Diborane with Alkali Metal Hydrides and Their Addition Compounds. New Syntheses of Borohydrides. Sodium and Potassium Borohydrides<sup>1</sup>
作者:H. I. Schlesinger、Herbert C. Brown、Henry R. Hoekstra、Louis R. Rapp
DOI:10.1021/ja01097a053
日期:1953.1
Petterson, L. L.; Steinberg, H., in: H. Steinberg, Organoboron Chemistry, Vol. I, Interscience Publishers, John Wiley and Sons Inc., New York - London - Sydney 1964, p. 610/24