Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester
CAS No.:145628-95-1
Molecular Formula:C₂₅H₂₀O₃
Molecular Weight:368.432
Hs Code.:

Synonyms:Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

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Chemical Property of Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

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Technology Process of Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

There total 7 articles about Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-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: 95.0%

: 145628-93-9
3-(Benzoyloxy)-15,16-dihydro-11-methylcyclopenta phenanthren-17-one

: 145628-95-1
Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; Ambient temperature;
DOI:10.1021/jo00054a018

Reference yield:

: 145627-72-1
15,16-Dihydro-3-methoxy-11-methylcyclopenta phenanthrene

: 145628-95-1
Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 1654.9 Torr

2: 70 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / acetic acid; H₂O / 24 h / Ambient temperature

3: 75 percent / 10 percent Pd/C / various solvent(s) / 1 h / Heating

4: BBr₃ / CH₂Cl₂ / 2 h / -78 °C

5: pyridine / 5 h

6: 95 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; boron tribromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate;
DOI:10.1021/jo00054a018

Reference yield:

: 145628-89-3
3-Methoxy-11-methyl-6,7,15,16-tetrahydrocyclopenta phenanthren-17-one

: 145628-95-1
Benzoic acid 17-hydroxy-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / 10 percent Pd/C / various solvent(s) / 1 h / Heating

2: BBr₃ / CH₂Cl₂ / 2 h / -78 °C

3: pyridine / 5 h

4: 95 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

With pyridine; sodium tetrahydroborate; boron tribromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00054a018