methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

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Chemical Name:methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate
CAS No.:145415-29-8
Molecular Formula:C₃₀H₃₆O₇
Molecular Weight:508.612
Hs Code.:

Synonyms:methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

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Chemical Property of methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

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Technology Process of methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

There total 6 articles about methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-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:

: 41878-37-9
1β-benzoyloxy-7aβ-methyl-5,6,7,7a-tetrahydroindan-5-one

: 145415-29-8
methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

Guidance literature:: Multi-step reaction with 7 steps

2: 1.) BH₃*THF, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 0 deg C, 2 h, 2.) CH₂Cl₂, room temperature, 3 h

3: 73 percent / benzene / 48 h / Heating

4: 1.) Zn, I₂ / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min

5: 58 percent / MnO₂ / ethyl acetate / 8 h / Ambient temperature

6: 1.) Cs₂CO₃, 2.) CF₃CO₂H / 1.) CHCl₃, room temperature, 6 h, 2.) benzene, reflux, 5 h

7: 25 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1.) -78 deg C, 30 min, 2.) room temperature, 20 min

With manganese(IV) oxide; borane-THF; iodine; potassium hexamethylsilazane; caesium carbonate; pyridinium chlorochromate; trifluoroacetic acid; zinc; In tetrahydrofuran; ethyl acetate; toluene; benzene;
DOI:10.1139/v92-243

Reference yield:

: 130312-99-1
Benzoic acid (1S,2R)-2-methyl-3-oxo-2-(3-oxo-propyl)-cyclopentyl ester

: 145415-29-8
methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / benzene / 48 h / Heating

2: 1.) Zn, I₂ / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min

3: 58 percent / MnO₂ / ethyl acetate / 8 h / Ambient temperature

4: 1.) Cs₂CO₃, 2.) CF₃CO₂H / 1.) CHCl₃, room temperature, 6 h, 2.) benzene, reflux, 5 h

5: 25 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1.) -78 deg C, 30 min, 2.) room temperature, 20 min

With manganese(IV) oxide; iodine; potassium hexamethylsilazane; caesium carbonate; trifluoroacetic acid; zinc; In tetrahydrofuran; ethyl acetate; toluene; benzene;
DOI:10.1139/v92-243

Reference yield:

: 130312-98-0
Benzoic acid (1S,2R)-2-(2-carboxy-ethyl)-2-methyl-3-oxo-cyclopentyl ester

: 145415-29-8
methyl 17β-benzoyloxy-14β-hydroxy-3β-methylethenyl-1,7-dioxo-5β,8α-androstan-19-oate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BH₃*THF, 2.) pyridinium chlorochromate (PCC) / 1.) THF, 0 deg C, 2 h, 2.) CH₂Cl₂, room temperature, 3 h

2: 73 percent / benzene / 48 h / Heating

3: 1.) Zn, I₂ / 1.) THF, reflux, 1 h, 2.) THF, 0 deg C, 90 min

4: 58 percent / MnO₂ / ethyl acetate / 8 h / Ambient temperature

5: 1.) Cs₂CO₃, 2.) CF₃CO₂H / 1.) CHCl₃, room temperature, 6 h, 2.) benzene, reflux, 5 h

6: 25 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1.) -78 deg C, 30 min, 2.) room temperature, 20 min

With manganese(IV) oxide; borane-THF; iodine; potassium hexamethylsilazane; caesium carbonate; pyridinium chlorochromate; trifluoroacetic acid; zinc; In tetrahydrofuran; ethyl acetate; toluene; benzene;
DOI:10.1139/v92-243