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

Base Information

Chemical Name:(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid
CAS No.:1062103-70-1
Molecular Formula:C₃₈H₅₁N₃O₆
Molecular Weight:645.839
Hs Code.:

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

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Chemical Property of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid

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Technology Process of (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid

There total 11 articles about (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid 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:

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

: 1062103-70-1
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid

Guidance literature:: With lithium hydroxide; triphenylphosphine; Yield given. Multistep reaction; 1) THF, MeOH, H₂O, RT, 1 h; 2) THF, MeOH, H₂O, 1.5 h;
DOI:10.1039/P19930000919

Reference yield:

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

: 1062103-70-1
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid

Guidance literature:: Multi-step reaction with 6 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

6: 1) Ph₃P, 2) LiOH / 1) THF, MeOH, H₂O, RT, 1 h; 2) THF, MeOH, H₂O, 1.5 h

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

Reference yield:

: 134715-28-9
methyl 7α,12α-diacetoxy-3-dicyanomethylenecholan-24-oate

: 1062103-70-1
(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-dicyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 5.67 g / iPr₂NEt / tetrahydrofuran / 0 °C

4: 93 percent / tetramethylguanidinium azide / CHCl₃ / 0.5 h

5: 1) Ph₃P, 2) LiOH / 1) THF, MeOH, H₂O, RT, 1 h; 2) THF, MeOH, H₂O, 1.5 h

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