Aldol-Condensation of Corticoids with Formaldehyde. Syntheses of 21-Hydroxy-methyl-corticoids and 21-Methyl-11[beta], 17[alpha]-dihydroxy-pregna-1, 4-diene-3, 20, 21-trione 17-Acetate

21-Hydroxymethylprednisolone (II), 21-hydroxymethylhydrocortisone (VIII) and 21, 21-bis (hydroxymethyl) prednisolone (VI) were synthesized by the aldol condensation of the parent steroids with formaldehyde. When 21-hydroxymethylprednisolone diacetate (III) was passed through a column of aluminum oxi...

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Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 11; no. 10; p. 1235
Main Authors Noguchi, Shunsaku, Morita, Katsura
Format Journal Article
LanguageEnglish
Published Tokyo Japan Science and Technology Agency 01.10.1963
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Summary:21-Hydroxymethylprednisolone (II), 21-hydroxymethylhydrocortisone (VIII) and 21, 21-bis (hydroxymethyl) prednisolone (VI) were synthesized by the aldol condensation of the parent steroids with formaldehyde. When 21-hydroxymethylprednisolone diacetate (III) was passed through a column of aluminum oxide, a light yellow compound was obtained and the structure was assigned to 21-methyl-11β, 17α-dihydroxypregna-1, 4-diene-3, 20, 21-trione 17-acetate (X). The mechanism of the formation of X from III was also proposed.
ISSN:0009-2363
1347-5223