105644-55-1

Basic information

• Product Name: 17-Iodo-3-O-methyl Estratetraenol
• Synonyms: 17-Iodo-3-O-methyl Estratetraenol;17-Iodo-3-Methoxy-estra-1,3,5(10),16-tetraene
• CAS NO: 105644-55-1
• Molecular Formula: C₁₉H₂₃IO
• Molecular Weight: 394.28979
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 105644-55-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 17-Iodo-3-O-methyl Estratetraenol(CAS DataBase Reference)
• NIST Chemistry Reference: 17-Iodo-3-O-methyl Estratetraenol(105644-55-1)
• EPA Substance Registry System: 17-Iodo-3-O-methyl Estratetraenol(105644-55-1)

Safety Data

• Hazardous Substances Data: 105644-55-1(Hazardous Substances Data)

Usage

Uses

17-Epiestriol intermediate.

Upstream product

• 105663-60-3 3-Methoxy-estra-1,3,5⁽¹⁰⁾-trien-17-on-hydrazone 
• 1624-62-0 estrone 3-methyl ether 
• 53-16-7 Estrone 
• 95667-45-1 (8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl trifluoromethanesulfonate 

Downstream Products

• 28336-31-4 3-methoxyestra-1,3,5⁽¹⁰⁾,16-tetraene 
• 136321-35-2 Tributyl-((8R,9S,13S,14S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-stannane 
• 63779-95-3 3-methoxy-13β-estra-1,3,5(10),16-tetraene-17-carbaldehyde 

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.

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.

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

Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides

A Ni-catalyzed halogenation of enol triflates was developed and it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reaction conditions. The reaction utilizes inexpensive, bench-stable Ni(OAc)2?4 H2O as a precatalyst and proceeds at room temperature in the presence of sub-stoichiometric Zn and either 1,5-cyclooctadiene or 4-(N,N-dimethylamino)pyridine.

Steroids as neurochemical stimulators of the VNO to treat paroxistic tachycardia

The invention relates to a method of alleviating the symptoms of PMS and anxiety. The method comprises nasally administering a steroid which is a human vomeropherin, such that the vomeropherin binds to a specific neuroepithelial receptor. The steroid or steroids is/are preferably administered in the form of a pharmaceutical composition containing one or more pharmaceutically acceptable carriers.

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.