methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

Base Information

Chemical Name:methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate
CAS No.:134699-59-5
Molecular Formula:C₃₉H₅₁N₅O₆
Molecular Weight:685.864
Hs Code.:

Synonyms:methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

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Chemical Property of methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

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Technology Process of methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

There total 9 articles about methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate 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: 93.0%

: 149947-63-7
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-dicyanomethyl-3-(4-methanesulfonyloxymethyl-phenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 134699-59-5
methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

Guidance literature:: With tetramethylguanidinum azide; In chloroform; for 0.5h;
DOI:10.1039/P19930000919

Reference yield:

: 4947-65-3
methyl 3-keto-7,12-diacetylcholate

: 134699-59-5
methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / NH₄OAc, glacial acetic acid / benzene / 0.25 h / 100 °C

2: 1) Mg, 1,2-dibromoethane, 2) CuCN / 1) THF, sonication, 30 min, 2) THF, 5 min

3: 1) CF₃CO₂H, 2) aq. NH₃ / 1) CH₂Cl₂, 50 deg C, 5.5 h, 2) Et₂O, 30 min

4: 5.67 g / iPr₂NEt / tetrahydrofuran / 0 °C

5: 93 percent / tetramethylguanidinium azide / CHCl₃ / 0.5 h

With ammonium hydroxide; ammonium acetate; magnesium; acetic acid; ethylene dibromide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; trifluoroacetic acid; In tetrahydrofuran; chloroform; benzene;
DOI:10.1039/P19930000919

Reference yield:

: 134699-57-3
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-tert-butoxymethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 134699-59-5
methyl 7α,12α-diacetoxy-3α-(p-azidomethylphenyl)-3β-dicyanomethylcholan-24-oate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) CF₃CO₂H, 2) aq. NH₃ / 1) CH₂Cl₂, 50 deg C, 5.5 h, 2) Et₂O, 30 min

2: 5.67 g / iPr₂NEt / tetrahydrofuran / 0 °C

3: 93 percent / tetramethylguanidinium azide / CHCl₃ / 0.5 h

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; trifluoroacetic acid; In tetrahydrofuran; chloroform;
DOI:10.1039/P19930000919