11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile

Base Information

• Chemical Name: 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile
• CAS No.: 1094602-02-4
• Molecular Formula: C₃₅H₅₄N₂O₄Si₂
• Molecular Weight: 622.996
• Mol file: 1094602-02-4.mol

Synonyms:11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile

Chemical Property of 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile

There total 1 articles about 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-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: 87.0%

chloro-trimethyl-silane (75-77-4) + 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5α-hydroxy-17α-[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile (91934-94-0) → 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile (1094602-02-4)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 - 25 ℃; for 2.33333h; Product distribution / selectivity; Industry scale;

Reference yield: 94.44%

11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile (1094602-02-4) + chloromethyl methyl ether (107-30-2) → Telapristone (198414-30-1)

Guidance literature:

chloromethyl methyl ether; With biphenyl; lithium; In tetrahydrofuran; toluene; at -55 - -40 ℃; for 0.333333h; Inert atmosphere;

11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile; In tetrahydrofuran; toluene; at -55 - -48 ℃; for 2.17h;

With sodium hydrogen sulfate; water; In tetrahydrofuran; toluene; at 15 - 20 ℃; Reagent/catalyst; Temperature;

Reference yield: 86.46%

11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile (1094602-02-4) → 11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[(trimethyl-silyl)-oxy]-5α-oestr-9-en-17β-carbaldehyde (1094602-03-5)

Guidance literature:

11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile; With diisobutylaluminium hydride; In tetrahydrofuran; tert-butyl methyl ether; cyclohexane; at -20 - -15 ℃; for 1.5h; Inert atmosphere; Industry scale;

With water; acetic acid; In tetrahydrofuran; tert-butyl methyl ether; cyclohexane; at -10 - 25 ℃; Inert atmosphere; Industry scale;

With sodium hydrogencarbonate; In tetrahydrofuran; tert-butyl methyl ether; cyclohexane; water; Product distribution / selectivity; Industry scale;

upstream raw materials:

chloro-trimethyl-silane

11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5α-hydroxy-17α-[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile

Downstream raw materials:

11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[(trimethyl-silyl)-oxy]-5α-oestr-9-en-17β-carbaldehyde

CDB-3236

ulipristal acetate

Telapristone