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

Base Information

• Chemical Name: 11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[(trimethyl-silyl)-oxy]-5α-oestr-9-en-17β-carbaldehyde
• CAS No.: 1094602-03-5
• Molecular Formula: C₃₅H₅₅NO₅Si₂
• Molecular Weight: 625.996
• Mol file: 1094602-03-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

Reference yield: 88.73%

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) + chloromethyl methyl ether (107-30-2) → 17α,20-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-21-methoxy-19-norpregna-4,9-dien-3-one (345901-68-0)

Guidance literature:

chloromethyl methyl ether; With magnesium; ethylene dibromide; mercury dichloride; In tetrahydrofuran; toluene; at -5 - 40 ℃; Industry scale; Inert atmosphere;

11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[(trimethyl-silyl)-oxy]-5α-oestr-9-en-17β-carbaldehyde; In tetrahydrofuran; toluene; at -5 - 0 ℃; for 1h; Industry scale; Inert atmosphere;

With potassium hydrogensulfate; In tetrahydrofuran; water; toluene; at 20 - 30 ℃; Product distribution / selectivity;

Reference yield: 72.3%

bromethyl methyl ether (13057-17-5) + 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) → 17α,20-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-21-methoxy-19-norpregna-4,9-dien-3-one (345901-68-0)

Guidance literature:

bromethyl methyl ether; With magnesium; ethylene dibromide; mercury dichloride; In tetrahydrofuran; toluene; at 10 - 35 ℃; Inert atmosphere;

11β-[4-(dimethylamino)-phenyl]-3,3-[1,2-ethandiyl-bis(oxy)]-5,17α-bis-[(trimethyl-silyl)-oxy]-5α-oestr-9-en-17β-carbaldehyde; In tetrahydrofuran; toluene; at 10 - 15 ℃; for 1h; Inert atmosphere;

With potassium hydrogensulfate; In tetrahydrofuran; water; toluene; at 20 - 30 ℃;

upstream raw materials:

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

Downstream raw materials:

17α,20-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-21-methoxy-19-norpregna-4,9-dien-3-one