3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

Base Information

Chemical Name:3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol
CAS No.:643764-62-9
Molecular Formula:C₃₁H₃₃N₃O₂
Molecular Weight:479.622
Hs Code.:

3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11<i>H</i>-cyclopenta[<i>a</i>]phenanthren-17-ol

Synonyms:3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

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Chemical Property of 3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

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Technology Process of 3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

There total 3 articles about 3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol 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: 37.0%

: 3907-67-3
3-O-methylequilinine

: 196599-46-9
1-[2-(4-ethynylphenyl)diazenyl]pyrrolidine

: 643764-62-9
3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

Guidance literature:: 1-[2-(4-ethynylphenyl)diazenyl]pyrrolidine; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene;

3-O-methylequilinine; In tetrahydrofuran; n-heptane; ethylbenzene; at 20 ℃;
DOI:10.1515/znb-2003-0813

Reference yield:

: 106-40-1
4-bromo-aniline

: 643764-62-9
3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaNO₂; HCl

1.2: 64 percent / KOH

2.1: 91 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / 48 h / 70 °C

3.1: 58 percent / KOH / methanol / 5 h

4.1: LDA / tetrahydrofuran; heptane; ethylbenzene

4.2: 37 percent / tetrahydrofuran; heptane; ethylbenzene / 20 °C

With hydrogenchloride; potassium hydroxide; copper(l) iodide; triethylamine; lithium diisopropyl amide; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; n-heptane; ethylbenzene; 2.1: Sonogashira coupling;
DOI:10.1515/znb-2003-0813

Reference yield:

: 196599-76-5
1-(4-trimethylsilylethynylphenyl)-3,3-tetramethylenetriazene

: 643764-62-9
3-methoxy-13-methyl-17-[4-(pyrrolidin-1-ylazo)-phenylethynyl]-12,13,14,15,16,17-hexahydro-11H-cyclopenta[a]phenanthren-17-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 58 percent / KOH / methanol / 5 h

2.1: LDA / tetrahydrofuran; heptane; ethylbenzene

2.2: 37 percent / tetrahydrofuran; heptane; ethylbenzene / 20 °C

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; ethylbenzene;
DOI:10.1515/znb-2003-0813