3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile

Base Information

• Chemical Name: 3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile
• CAS No.: 60727-74-4
• Molecular Formula: C₂₂H₂₇NO
• Molecular Weight: 321.462
• Mol file: 60727-74-4.mol

Synonyms:3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile

Chemical Property of 3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile

Chemical Property:

• Melting Point: 184 - 186 °C (CH2Cl2)
• PSA: 33.02000
• LogP: 5.39138

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile

There total 2 articles about 3-Methoxy-19-norpregna-1,3,5(10),17(20)-tetrene-20-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

diethyl (1-cyanoethyl)phosphonate (29668-61-9) + estrone 3-methyl ether (1624-62-0) → 2-[(8R,9S,13S,14S)-3-Methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-(17E)-ylidene]-propionitrile (60727-74-4)

Guidance literature:

Multistep reaction; (i) NaH, THF, (ii) /BRN= 2058647/, HMPT;

DOI:10.1021/ja00447a041

Reference yield:

diethyl (1-cyanoethyl)phosphonate (29668-61-9) + 3-methoxy-estra-1,3,5(10)-trien-17-one (1091-94-7,1624-62-0,1922-52-7,2445-27-4,6891-91-4,10003-03-9,13865-88-8,14088-31-4,15426-89-8,15426-95-6,15983-67-2,17554-55-1,17748-69-5,19592-58-6,36086-97-2,52193-72-3,55924-00-0,58072-52-9,58072-53-0,82467-78-5) → 2-[3-Methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-(17E)-ylidene]-propionitrile (60727-74-4)

Guidance literature:

DOI:10.1021/jo00879a037

Reference yield:

2-[(8R,9S,13S,14S)-3-Methoxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-(17E)-ylidene]-propionitrile (60727-74-4) → Ethaneperoxoic acid cyano-((8S,9S,13S,14S,17S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl)-methyl-methyl ester (62623-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Mg / methanol

2: (i) LDA, THF, hexane, HMPT, (ii) O₂, (iii) /BRN= 605303/

With magnesium; In methanol;

DOI:10.1021/ja00447a041

upstream raw materials:

diethyl (1-cyanoethyl)phosphonate

3-methoxy-estra-1,3,5⁽¹⁰⁾-trien-17-one

estrone 3-methyl ether

Downstream raw materials:

3-Methoxy-20-peracetoxy-19-nor-1,3,5(10)-pregnatrien-20-carbonitril

Ethaneperoxoic acid cyano-((8S,9S,13S,14S,17S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl)-methyl-methyl ester