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

Base Information

• Chemical Name: 3-benzyloxy-16-ethynyl-17-(thien-2'-yl)-estra-1,3,5⁽¹⁰⁾,16-tetraene
• CAS No.: 897664-74-3
• Molecular Formula: C₃₁H₃₀OS
• Molecular Weight: 450.645
• Mol file: 897664-74-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 3-benzyloxy-16-ethynyl-17-(thien-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: 87.0%

3-benzyloxy-16-(2',2'-dibromoethenyl)-17-(thien-2''-yl)-estra-1,3,5(10),16-tetraene (897664-70-9) → 3-benzyloxy-16-ethynyl-17-(thien-2'-yl)-estra-1,3,5(10),16-tetraene (897664-74-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; pentane; at -78 ℃; for 5h;

DOI:10.1016/j.steroids.2005.06.001

Reference yield:

3-benzyloxy-16-formyl-17-(2-thienyl)-estra-1,3,5(10),16-tetraene (897664-63-0) → 3-benzyloxy-16-ethynyl-17-(thien-2'-yl)-estra-1,3,5(10),16-tetraene (897664-74-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / PPh₃ / CH₂Cl₂ / 17 h / 20 °C

2: 87 percent / n-butyllithium / pentane; tetrahydrofuran / 5 h / -78 °C

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; dichloromethane; pentane;

DOI:10.1016/j.steroids.2005.06.001

Reference yield:

3-benzyloxy-16-tert-butoxymethylene-estra-1,3,5(10)-trien-1-7-one (897664-60-7) → 3-benzyloxy-16-ethynyl-17-(thien-2'-yl)-estra-1,3,5(10),16-tetraene (897664-74-3)

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

2.1: 70 percent / PPh₃ / CH₂Cl₂ / 17 h / 20 °C

3.1: 87 percent / n-butyllithium / pentane; tetrahydrofuran / 5 h / -78 °C

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;

DOI:10.1016/j.steroids.2005.06.001

upstream raw materials:

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

3-benzyloxy-16-formyl-17-(2-thienyl)-estra-1,3,5⁽¹⁰⁾,16-tetraene

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

16-hydroxymethylene-3-benzyloxyestra-1,3,5⁽¹⁰⁾-trien-17-one