(17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate

Base Information

• Chemical Name: (17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate
• CAS No.: 270568-80-4
• Molecular Formula: C₂₉H₃₂O₅S
• Molecular Weight: 492.636

Synonyms:(17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate

Chemical Property of (17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate

Chemical Property:

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Technology Process of (17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate

There total 5 articles about (17²R)-3-Methoxy-17²-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate 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:

3-methoxy-8α-estra-1,3,5(10)-trien-17-one (13865-88-8) → (172R)-3-Methoxy-172-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate (270568-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / -78 - 25 °C

2.1: Pd(OAc)2 / acetonitrile / 1 h / Heating

3.1: 78 percent / isopropenyl acetate; p-TsOH / 2 h / Heating

4.1: benzene / 140 h / 150 °C / Heating

With palladium diacetate; Isopropenyl acetate; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile; benzene; 1.1: Metallation / 1.2: silylation / 2.1: dehydrosilylation / 3.1: Acetylation / 4.1: Cycloaddition;

DOI:10.1039/a908375h

Reference yield:

3-Methoxy-8α-estra-1,3,5(10),15-tetraen-17-one (270568-78-0) → (172R)-3-Methoxy-172-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate (270568-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / isopropenyl acetate; p-TsOH / 2 h / Heating

2: benzene / 140 h / 150 °C / Heating

With Isopropenyl acetate; toluene-4-sulfonic acid; In benzene; 1: Acetylation / 2: Cycloaddition;

DOI:10.1039/a908375h

Reference yield:

((8S,9S,13S,14S)-3-Methoxy-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-trimethyl-silane → (172R)-3-Methoxy-172-phenylsulfonyl-14,17α-ethano-8α-estra-1,3,5(10),15-tetraen-17β-yl acetate (270568-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(OAc)2 / acetonitrile / 1 h / Heating

2: 78 percent / isopropenyl acetate; p-TsOH / 2 h / Heating

3: benzene / 140 h / 150 °C / Heating

With palladium diacetate; Isopropenyl acetate; toluene-4-sulfonic acid; In acetonitrile; benzene; 1: dehydrosilylation / 2: Acetylation / 3: Cycloaddition;

DOI:10.1039/a908375h

upstream raw materials:

PVS

3-Methoxy-8α-estra-1,3,5(10),14,16-pentaen-17β-yl acetate

acetic anhydride

3-methoxy-8α-estra-1,3,5(10)-trien-17-one

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