Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
CAS No.:181776-88-5
Molecular Formula:C₃₁H₄₅NO₃
Molecular Weight:479.703
Hs Code.:

Synonyms:Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Chemical Property of Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Technology Process of Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

There total 7 articles about Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 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:

: 181776-84-1
(1S,4aR,4bR,7S,8aR,10aR)-7-Hydroxy-1,4b,8,8,10a-pentamethyl-1-(4-oxo-pentyl)-dodecahydro-phenanthren-2-one

: 181776-88-5
Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / pyridine / 20 h / Ambient temperature

2: 84 percent / p-toluenesulfonic acid / benzene / 5 h / Heating

3: Li, NH₃ liquid / 1 h / -78 °C

4: pyridinium chlorochromate, alumina / CH₂Cl₂ / 5 h / Ambient temperature

5: 1percent KOH / methanol; tetrahydrofuran; H₂O / 12 h / Ambient temperature

With pyridine; aluminum oxide; potassium hydroxide; ammonia; lithium; toluene-4-sulfonic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/ja9620806

Reference yield:

: (1S,4aR,4bR,7S,8aR,10aR)-7-Hydroxy-1,4b,8,8,10a-pentamethyl-1-[3-(2-methyl-[1,3]dithiolan-2-yl)-propyl]-dodecahydro-phenanthren-2-one

: 181776-88-5
Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: iodobenzene-bis(trifluoroacetate) / methanol; H₂O; propan-2-ol / 0.75 h / 0 °C

2: 92 percent / pyridine / 20 h / Ambient temperature

3: 84 percent / p-toluenesulfonic acid / benzene / 5 h / Heating

4: Li, NH₃ liquid / 1 h / -78 °C

5: pyridinium chlorochromate, alumina / CH₂Cl₂ / 5 h / Ambient temperature

6: 1percent KOH / methanol; tetrahydrofuran; H₂O / 12 h / Ambient temperature

With pyridine; aluminum oxide; potassium hydroxide; ammonia; lithium; toluene-4-sulfonic acid; pyridinium chlorochromate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; benzene;
DOI:10.1021/ja9620806

Reference yield:

: (2S,4aR,4bR,8S,8aR,10aR)-7-(tert-Butyl-dimethyl-silanyloxy)-1,1,4a,8,8a-pentamethyl-8-[3-(2-methyl-[1,3]dithiolan-2-yl)-propyl]-1,2,3,4,4a,4b,5,8,8a,9,10,10a-dodecahydro-phenanthren-2-ol

: 181776-88-5
Phenyl-carbamic acid (3S,5R,8R,9R,10R,13R,14R,17S)-17-acetyl-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 48percent aq. HF / acetonitrile / 0.75 h / 23 °C

2: iodobenzene-bis(trifluoroacetate) / methanol; H₂O; propan-2-ol / 0.75 h / 0 °C

3: 92 percent / pyridine / 20 h / Ambient temperature

4: 84 percent / p-toluenesulfonic acid / benzene / 5 h / Heating

5: Li, NH₃ liquid / 1 h / -78 °C

6: pyridinium chlorochromate, alumina / CH₂Cl₂ / 5 h / Ambient temperature

7: 1percent KOH / methanol; tetrahydrofuran; H₂O / 12 h / Ambient temperature

With pyridine; aluminum oxide; potassium hydroxide; hydrogen fluoride; ammonia; lithium; toluene-4-sulfonic acid; pyridinium chlorochromate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; methanol; dichloromethane; water; isopropyl alcohol; acetonitrile; benzene;
DOI:10.1021/ja9620806