cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

Base Information

Chemical Name:cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate
CAS No.:551927-93-6
Molecular Formula:C₇₇H₁₀₅NO₇
Molecular Weight:1156.68
Hs Code.:

Synonyms:cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

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Chemical Property of cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

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Technology Process of cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

There total 7 articles about cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate 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: 67.0%

: 7144-08-3
Cholesteryl chloroformate

: 551927-91-4
3,5-bis(3-hydroxyprop-1-ynyl)-N-(4-vinylphenyl)benzamide

: 551927-93-6
cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1039/b210427j

Reference yield:

: 67973-33-5
3,5-dibromobenzoic acid ethyl ester

: 551927-93-6
cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / Pd(dba)2; PPh₃; Et₃N / CuI / tetrahydrofuran / Heating

2: 70 percent / aq. LiOH / acetone

3: 40 percent / imidazole / dimethylformamide

4: EDCI; HOBt*H₂O / dimethylformamide

5: TBAF; AcOH / tetrahydrofuran

6: 67 percent / Et₃N / tetrahydrofuran / 4 h / 20 °C

With 1H-imidazole; lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 1: Sonogashira coupling;
DOI:10.1039/b210427j

Reference yield:

: 618-58-6
3,5-dibromobenzoic acid

: 551927-93-6
cholest-5-en-3-yl (3-{[(cholest-5-en-3-yloxy)carbonyl]oxy}prop-1-ynyl)-5-{[(4-vinylanilino)carbonyl]phenyl}prop-2-ynyl carbonate

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / DCC; DMAP / diethyl ether

2: 72 percent / Pd(dba)2; PPh₃; Et₃N / CuI / tetrahydrofuran / Heating

3: 70 percent / aq. LiOH / acetone

4: 40 percent / imidazole / dimethylformamide

5: EDCI; HOBt*H₂O / dimethylformamide

6: TBAF; AcOH / tetrahydrofuran

7: 67 percent / Et₃N / tetrahydrofuran / 4 h / 20 °C

With 1H-imidazole; dmap; lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; copper(l) iodide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetone; 2: Sonogashira coupling;
DOI:10.1039/b210427j