(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

Base Information

Chemical Name:(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene
CAS No.:123826-98-2
Molecular Formula:C₂₆H₃₀OSe
Molecular Weight:437.484
Hs Code.:

Synonyms:(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

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Chemical Property of (15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

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Technology Process of (15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

There total 5 articles about (15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene 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: 63.0%

: 2179-79-5
phenyl selenocyanate

: 123826-94-8
(15β,16β,17α)-15,16-dihydro-3-methoxy-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraen-17-ol

: 123826-98-2
(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 50 ℃; for 12h;
DOI:10.1021/jo00012a009

Reference yield:

: 17980-88-0
(17β)-3-methoxyestra-1,3,5(10),15-tetraen-17-ol

: 123826-98-2
(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

Guidance literature:: Multi-step reaction with 4 steps

1: Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 3 h

2: 76 percent / 20percent aq. NaOH / methanol; tetrahydrofuran / 16 h

3: 81 percent / Zn(Cu) / 1,2-dimethoxy-ethane; diethyl ether / 36 h / Heating

4: 63 percent / Bu₃P / tetrahydrofuran / 12 h / 50 °C

With sodium hydroxide; zinc copper; tributylphosphine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1021/jo00012a009

Reference yield:

: 17748-68-4
3-methoxy-estra-1,3,5⁽¹⁰⁾,15-tetraen-17-one

: 123826-98-2
(15β,16β)-15,16-dihydro-3-methoxy-17-(phenylseleno)-3'H-cycloprop<15,16>estra-1,3,5(10),15-tetraene

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / NaBH₄, CeCl₃*7H₂O / methanol; tetrahydrofuran / 0.5 h / -23 °C

2: Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 3 h

3: 76 percent / 20percent aq. NaOH / methanol; tetrahydrofuran / 16 h

4: 81 percent / Zn(Cu) / 1,2-dimethoxy-ethane; diethyl ether / 36 h / Heating

5: 63 percent / Bu₃P / tetrahydrofuran / 12 h / 50 °C

With sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; zinc copper; tributylphosphine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether;
DOI:10.1021/jo00012a009