966-46-1

Basic information

• Product Name: (+/-)-3-methoxy-14β-estra-1,3,5(10),9(11)-tetraen-17-one
• CAS NO: 966-46-1
• Molecular Weight: 282.382
• Mol File: 966-46-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (+/-)-3-methoxy-14β-estra-1,3,5(10),9(11)-tetraen-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-3-methoxy-14β-estra-1,3,5(10),9(11)-tetraen-17-one(966-46-1)
• EPA Substance Registry System: (+/-)-3-methoxy-14β-estra-1,3,5(10),9(11)-tetraen-17-one(966-46-1)

Safety Data

• Hazardous Substances Data: 966-46-1(Hazardous Substances Data)

Upstream product

• 83747-49-3 [1-(6-Methoxy-3,4-dihydro-naphthalen-1-ylmethyl)-2-methyl-cyclopent-2-enyl]-methanol 
• 83747-50-6 7-Methoxy-4-(2-methyl-1-vinyloxymethyl-cyclopent-2-enylmethyl)-1,2-dihydro-naphthalene 
• 63518-90-1 (2Ξ,3SR)-2-Methyl-3-vinylcyclopentan-1-on 
• 1120-73-6 2-methyl-2-cyclopenten-1-one 
• 79066-30-1 1-formyl-6-methoxy-3,4-dihydronaphthalene 
• 91044-44-9 (6-Methoxy-3,4-dihydro-naphthalen-1-yl)-methanol 
• 83747-47-1 4-Bromomethyl-7-methoxy-1,2-dihydro-naphthalene 
• 83747-48-2 1-(6-Methoxy-3,4-dihydro-naphthalen-1-ylmethyl)-2-methyl-cyclopent-2-enecarboxylic acid methyl ester 
• 82794-26-1 [(1R,2R)-2-((S)-6-Methoxy-1-methylene-1,2,3,4-tetrahydro-naphthalen-2-yl)-1-methyl-5-methylene-cyclopentyl]-acetaldehyde 
• 2811-50-9 7-methoxy-4-vinyl-1,2-dihydronaphthalene 
• 80868-66-2 1-(4-Methoxy-2-methylphenyl)prop-2-en-1-on 
• 75863-25-1 2-Trimethylsilyl-1-(4-methoxy-2-methylphenyl)prop-2-en-1-on 
• 57069-78-0 <(1SR,2Ξ)-2-Methyl-3-oxocyclopentyl>essigsaeure-methylester 
• 17447-60-8 dimethyl 2-vinylcyclopropane-1,1-dicarboxylate 

Downstream Products

• 1091-94-7 (+/-)-oestrone methyl ester 
• 966-46-1 rac-3-Methoxy-1,3,5⁽¹⁰⁾,9⁽¹¹⁾-oestratetraen-17-on 
• 2911-86-6 (+/-)-3-methoxyestra-1,3,5⁽¹⁰⁾,8-tetraen-17-one 
• 966-47-2 3-methoxy-estra-1,3,5⁽¹⁰⁾,8⁽⁹⁾,14⁽¹⁵⁾-pentaene-17-one 

Relevant articles and documents

Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Herein we describe a general, mild, and scalable method for hydrodeoxygenation of readily accessible tertiary alkyl oxalates by Zn/silane under Ni-catalyzed conditions. The reduction method is suitable for an array of structural motifs derived from tertiary alcohols that bear diverse functional groups, including the synthesis of a key intermediate en route to estrone.

An Enantioselective Version of the AB + D --> ABCD-Type Stereoid Total Synthesis

Diene 1 and dienophile 4a in a Diels/Alder reaction mediated by a chiral ligand-modified Lewis acid enantioselectively furnish adduct 5a (chem. yield: 64percent; e.e: 73percent), which after partial deoxygenation and final enantioselection by recrystallization affords 5b.The latter compound can easily be converted via Torgov's pentaenone 6a into estrogens or progestogens. Key Words: stereoid total synthesis, enantioselective Lewis acid-mediated Diels/Alder reaction

TANDEM MICHAEL-MICHAEL-RING CLOSURE (MIMIRC) REACTIONS; ONE-POT STEROID TOTAL SYNTHESIS-(+/-)-9,11-DEHYDROESTRONES

A new sequence of reactions involving tandem Michael-Michael-ring closure (MIMIRC) has been developed for efficient formation of three C-C bonds in one reaction vessel.The terminal ring closure reaction proceeds via either a 1,3- or a 1,6-cyclization, and this methodology also serves for construction of quaternary C centers.The usefulness of MIMIRC reactions is demonstrated by efficient assembly of cyclopropyl ketones and of trans-1-hydrindanones such as (+/-)-9,11-dehydroestrone 1b.This one-pot approach represents the shortest known convergent total synthesis of a steroid, and subsequent straightforward transformations lead directly to natural (+/-)-estrone.