| Autor: |
van Leusen, D., BATIST, JNM, LEI, J, VANECHTEN, E, BROUWER, AC, van Leusen, A.M. |
| Přispěvatelé: |
Stratingh Institute of Chemistry |
| Jazyk: |
angličtina |
| Rok vydání: |
1994 |
| Předmět: |
|
| Zdroj: |
Journal of Organic Chemistry, 59(19), 5650-5657. AMER CHEMICAL SOC INC |
| ISSN: |
0022-3263 |
| Popis: |
17-(Isocyanotosylmethylene)steroids 4 are useful intermediates in the conversion of 17-oxosteroids into 17-(hydroxyacetyl)steroids. The 21-CH2OH group is effectively introduced by a base-mediated reaction of compounds 4 with formaldehyde and MeOH to give 17-(2-methoxy-3-oxazolin-4-yl) derivatives 12, which by acid hydrolysis give 17-(hydroxyacetyl)steroids 10 and 16 in high yields. Partial hydrolysis of the same oxazoline derivatives 12 provides the 17-(hydroxyacetyl) cortico side chain of 13 equipped with a formyl-protected hydroxy group. 3-Oxazolinyl and 2-oxazolinylidene steroid derivatives 19, 20, and 21, without a 2-methoxy substituent, are discussed as alternatives of 12. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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