105663-60-3

Basic information

• Product Name: 3-O-Methyl Estrone Hydrazone
• Synonyms: 3-O-Methyl Estrone Hydrazone;3-Methoxy-estra-1,3,5(10)-trien-17-one Hydrazone
• CAS NO: 105663-60-3
• Molecular Formula: C19H26N2O
• Molecular Weight: 298.42254
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 105663-60-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-O-Methyl Estrone Hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-Methyl Estrone Hydrazone(105663-60-3)
• EPA Substance Registry System: 3-O-Methyl Estrone Hydrazone(105663-60-3)

Safety Data

• Hazardous Substances Data: 105663-60-3(Hazardous Substances Data)

Upstream product

• 53-16-7 Estrone 
• 1624-62-0 estrone 3-methyl ether 

Downstream Products

• 28336-31-4 3-methoxyestra-1,3,5⁽¹⁰⁾,16-tetraene 
• 105644-55-1 (8R,9S,13S,14S)-17-iodo-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthrene 

Relevant articles and documents

Synthesis of N-picolylcarboxamides in aminocarbonylation

Palladium-catalysed aminocarbonylation of iodocamphene and steroidal iodoalkenes was carried out in the presence of 2-, 3- and 4-picolylamine, as well as secondary amines possessing 1-picolyl substituent. In general, primary picolylamines require less than 2 h to achieve practically complete conversion. The secondary amines proved to be less reactive, requiring 6–24 h depending on the substrate structure. The corresponding carboxamides were isolated in moderate to excellent yields. The synthesis of α,β-unsaturated carboxamides is based on the synthesis of iodoalkene substrates from enolizable ketones.

Amino- and azidocarbonylation of iodoalkenes

Iodoalkenes, available from ketones via their hydrazones, underwent palladium-catalysed azidocarbonylation. Depending on the structure of the acyl azides, consecutive hydrolysis toward corresponding primary amides was observed. ‘Direct’ aminocarbonylation

Synthesis of 2,2,2,-Trichloroethyl Aryl- and Vinyldiazoacetates by Palladium-Catalyzed Cross-Coupling

An efficient and convenient synthesis of 2,2,2-trichloroethyl (TCE) aryl- and vinyldiazoacetates was achieved by palladium-catalyzed cross-coupling reactions between TCE diazoacetates and aryl or vinyl iodides. The broad substrate scope allows for rapid and facile formation of TCE aryl- and vinyldiazoacetates, which recently have emerged as versatile reagents for rhodium-carbene chemistry.

Syntheses of Δ16-17(Trialkylstannyl)steroids from 17-Ketosteroids. II

The oxidation of the hydrazones of 17-ketosteroids by iodine yields Δ16-17-iodosteroids (2, 4).Starting with 2 or 8 (the 3-tetrahydropyranylether of 4) and lithium(tributyl)stannate, Δ16-17(tributylstannyl)steroids (5, 9) are synthesized.The reaction is catalyzed by electronrich complexes of nickel and palladium.In the course of side reactions Δ16-olefines (6, 10) and the "dimers" 7 and 11, the products of a cross coupling of the Δ16-17-iodosteroids, and the Δ16-17-tributylstannylsteroids are obtained.The mechanisms of these side-reaction and the influence of the solvent (THF, HMPA) are discussed.The tributylstannylsteroids are to be used as intermediates for the syntheses of steroid hormones from the 17-ketosteroids.