3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

Base Information

Chemical Name:3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene
CAS No.:897664-75-4
Molecular Formula:C₃₅H₃₂OS
Molecular Weight:500.704
Hs Code.:

3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5<sup>(10)</sup>,16-tetraene

Synonyms:3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

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Chemical Property of 3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

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Technology Process of 3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

There total 5 articles about 3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-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%

: 897664-71-0
17-(benzothien-2'-yl)-3-benzyloxy-16-(2'',2''-dibromoethenyl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

: 897664-75-4
3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

: 2-(3-benzyloxy-16-bromoethynyl-13-methyl-7,8,9,11,12,13,14,15-octahydro-6H-cyclopenta[a]phenanthren-17-yl)-benzo[b]thiophene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1016/j.steroids.2005.06.001

Reference yield:

: 897664-60-7
3-benzyloxy-16-tert-butoxymethylene-estra-1,3,5⁽¹⁰⁾-trien-1-7-one

: 897664-75-4
3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / pentane; diethyl ether / 1.5 h / -78 - 0 °C

1.2: diethyl ether; tetrahydrofuran; pentane / 5 h / 0 °C

1.3: 85 percent / p-tolueneusulfonic acid; water / diethyl ether; tetrahydrofuran; pentane / 25 h

2.1: 61.5 percent / PPh₃ / CH₂Cl₂ / 20 h / 20 °C

3.1: 63 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1016/j.steroids.2005.06.001

Reference yield:

: 897664-64-1
17-(benzothien-2'-yl)-3-benzyloxy-16-formyl-estra-1,3,5⁽¹⁰⁾,16-tetraene

: 897664-75-4
3-benzyloxy-16-ethynyl-17-(benzothien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

Guidance literature:: Multi-step reaction with 2 steps

1: 61.5 percent / PPh₃ / CH₂Cl₂ / 20 h / 20 °C

2: 63 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 h / 20 °C

With tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.steroids.2005.06.001