Synthesis of 17a-alkyl- and 17a-aryl-3β-acetoxy- and 3β-methoxy-17a-aza-d-homoandrost-5-en-17-one
A short and efficient preparation of 17a-methyl-, 17a-ethyl-, 17a-allyl-, and 17a-benzyl-3β-acetoxy-17a-aza-d-homoandrost-5-en-17-one, as well as 17a-methyl-, 17a-ethyl-, and 17a-allyl-3β-methoxy-17a-aza-s-homoandrost-5-en-17-one from the corresponding androsten-17-one derivatives is described. (Ste...
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| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
1993
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 07861caa a22009617a 4500 | ||
|---|---|---|---|
| 001 | PAPER-224 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518202936.0 | ||
| 008 | 190411s1993 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-0027324622 | |
| 024 | 7 | |2 cas |a 3-methoxy-17-aza-homoandrost-5-ene-17-one, 84300-23-2; Androstenols; Azasteroids | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a STEDA | ||
| 100 | 1 | |a Revelli, G.A. | |
| 245 | 1 | 0 | |a Synthesis of 17a-alkyl- and 17a-aryl-3β-acetoxy- and 3β-methoxy-17a-aza-d-homoandrost-5-en-17-one |
| 260 | |c 1993 | ||
| 270 | 1 | 0 | |m Gros, E.G. |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Doorenbos, Tamorria, Synthesis of some 4-azapregnanes (1965) J Pharm Sci, 54, pp. 1473-1476 | ||
| 504 | |a Chesnut, Durham, Brown, Mawdsley, Berlin, Antibacterial activity of 15-azasteroids alone and in combination with antibiotics (1976) Steroids, 27, pp. 525-541 | ||
| 504 | |a Chamberlin, Dehydroxymethyl derivatives of monensin (1974) Chem Abstr, 81, p. 135996x. , US Patent 3832358 | ||
| 504 | |a Michel, Hamill, Larsen, Williams, New azasteroidal antifungal antibiotics from Geotrichum flavobrunneum. II. Isolation and characterization (1975) J Antibiot (Tokyo), 28, pp. 102-105 | ||
| 504 | |a Gordee, Butler, New azasteroidal antifungal antibiotics from Geotrichum flavobrunneum. III. Biological activity (1975) J Antibiot (Tokyo), 28, pp. 112-117 | ||
| 504 | |a Boeck, Hoehn, Westhead, Wolter, Thomas, New azasteroidal antifungal antibiotics from Geotrichum flavobrunneum. I. Discovery and fermentation studies (1975) J Antibiot (Tokyo), 28, pp. 95-101 | ||
| 504 | |a Counsell, Klimstra, Nysted, Ranney, Hypocholesterolemic agents. V. Isomeric azacholesterols (1965) J Med Chem, 8, pp. 45-48 | ||
| 504 | |a Smith, Dupont, Influence of 20,25-diazocholesterol on serum lipoprotein lipids in mature rats (1967) Steroids, 9, pp. 85-96 | ||
| 504 | |a Singh, Bhardwaj, Ahuja, Paul, Steroids and related studies Part 44 17a-Methyl-3β-(N-pyrrolidinyl)-17a-aza-d-homo-5α-androstane bis(methiodide) (dihydrochaudonium iodide) and certain other analogs of chaudonium iodide (1979) Journal of the Chemical Society, Perkin Transactions 1, 1, pp. 305-307 | ||
| 504 | |a Bhardwaj, Kapoor, Shekar, Jindal, Singh, Steroids and related studies. Part 81. Potential azasteroidal neuromuscular blockers (1988) Indian J Chem, 27 B, pp. 209-212 | ||
| 504 | |a Rasmusson, Reynolds, Utne, Jobson, Primka, Berman, Brooks, Azasteroids as inhibitors of rat prostatic 5α-reductase (1984) J Med Chem, 27, pp. 1690-1701 | ||
| 504 | |a Weintraub, Blohm, Laughlin, Preparation of 20-(hydroxymethyl)-4-methyl-4-aza-2-oxa-5α-pregnan-3-one as an inhibitor of testosterone 5α-reductase (1985) J Med Chem, 28, pp. 831-833 | ||
| 504 | |a Rasmusson, Reynolds, Steinberg, Walton, Patel, Liang, Cascieri, Berman, Azasteroids structural activity relationships for inhibition of 5α-reductase and of androgen receptor binding (1986) J Med Chem, 29, pp. 2298-2315 | ||
| 504 | |a Stoka, Rivas, Segura, Rodriguez, Gros, Biological activity of synthetic juvenile hormone analogs (JHA) for Trypanosoma cruzi (1990) Z Naturforsch [c], 45 b, pp. 96-99. , (and previous papers cited therein) | ||
| 504 | |a Kaufmann, Steroids. XVI. Beckmann rearrangement of 17-ketosteroids oximes (1951) J Am Chem Soc, 73, pp. 1779-1780 | ||
| 504 | |a Anliker, Müller, Wohlfahrt, Heusser, Über Steroid und Sexualhormone 168 Versuche zur einführung funktioneller Gruppen in die Stellung 18 des Steroid-gerüstes (1955) Helvetica Chimica Acta, 38, pp. 1404-1412 | ||
| 504 | |a Regan, Hayes, 17- and 17a-Aza-d-homosteroids (1956) J Am Chem Soc, 78, pp. 639-643 | ||
| 504 | |a Oka, Hara, Regiospecific Beckmann rearrangement of 3-oxo-4-ene steroids oximes (1978) J Org Chem, 43, pp. 3790-3791 | ||
| 504 | |a Dave, Stothers, Warnhoff, Resolution of conflicting migratory reports in ring expansion of 3-keto steroids (1980) Canadian Journal of Chemistry, 58, pp. 2666-2678 | ||
| 504 | |a Hendrickson, Bergeron, The protection and monoalkylation of amines (1970) Tetrahedron Letters, pp. 345-348 | ||
| 504 | |a Reuschling, Pietsch, Linkies, Eine einfache Methode zur N-alkylierung von β-Lactamen (1978) Tetrahedron Letters, pp. 615-618 | ||
| 504 | |a Johnstone, Rose, A rapid, simple and mild procedure for alkylation of phenols, alcohols, amides, and acids (1979) Tetrahedron, 35, pp. 2169-2173 | ||
| 520 | 3 | |a A short and efficient preparation of 17a-methyl-, 17a-ethyl-, 17a-allyl-, and 17a-benzyl-3β-acetoxy-17a-aza-d-homoandrost-5-en-17-one, as well as 17a-methyl-, 17a-ethyl-, and 17a-allyl-3β-methoxy-17a-aza-s-homoandrost-5-en-17-one from the corresponding androsten-17-one derivatives is described. (Steroids 58:181-184, 1993). © 1993. |l eng | |
| 536 | |a Detalles de la financiación: Consejo Nacional de Rectores, T6cnicas | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas | ||
| 536 | |a Detalles de la financiación: National Institute of Diabetes and Digestive and Kidney Diseases | ||
| 536 | |a Detalles de la financiación: We thank Consejo Nacional de InvestigacioneCsi ent/-ficas y T6cnicas (CONICET) for partial financial support. We are also indebtedt o Unidad Microan~ilisiys M6todos Fisicos en Quimica Org~mica(U MYMFOR) (CONICET-FCEN) and Drs. D. Doller (Texas A & M University, College Station, Texas, USA) and L. Pannell (NIDDK, National Instituteso f Health, USA) for spectra.O ne of us (G.A.R.) thanks CONICET for a fellowship. | ||
| 593 | |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a 17A-AZA-D-HOMOANDROST-5-EN-17-ONE DERIVATIVES |
| 690 | 1 | 0 | |a 13C NUCLEAR MAGNETIC RESONANCE SPECTRA |
| 690 | 1 | 0 | |a 1H NUCLEAR MAGNETIC RESONANCE SPECTRA |
| 690 | 1 | 0 | |a AZASTEROIDS |
| 690 | 1 | 0 | |a SYNTHESIS |
| 690 | 1 | 0 | |a 17A ALLYL 3BETA ACETOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A ALLYL 3BETA METHOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A BENZYL 3BETA ACETOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A ETHYL 3BETA ACETOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A ETHYL 3BETA METHOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A METHYL 3BETA ACETOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 17A METHYL 3BETA METHOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 3BETA ACETOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a 3BETA METHOXY 17A AZA D HOMOANDROST 5 EN 17 ONE |
| 690 | 1 | 0 | |a AZASTEROID |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CARBON NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a DRUG STRUCTURE |
| 690 | 1 | 0 | |a DRUG SYNTHESIS |
| 690 | 1 | 0 | |a MASS SPECTROMETRY |
| 690 | 1 | 0 | |a PROTON NUCLEAR MAGNETIC RESONANCE |
| 690 | 1 | 0 | |a ANDROSTENOLS |
| 690 | 1 | 0 | |a AZASTEROIDS |
| 690 | 1 | 0 | |a MAGNETIC RESONANCE SPECTROSCOPY |
| 690 | 1 | 0 | |a MOLECULAR STRUCTURE |
| 690 | 1 | 0 | |a SUPPORT, NON-U.S. GOV'T |
| 700 | 1 | |a Gros, E.G. | |
| 773 | 0 | |d 1993 |g v. 58 |h pp. 181-184 |k n. 4 |p Steroids |x 0039128X |w (AR-BaUEN)CENRE-577 |t Steroids | |
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| 856 | 4 | 0 | |u https://doi.org/10.1016/0039-128X(93)90066-V |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_0039128X_v58_n4_p181_Revelli |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v58_n4_p181_Revelli |y Registro en la Biblioteca Digital |
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| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 963 | |a VARI | ||
| 999 | |c 61177 | ||