15,16-Dehydro Estradiol 3-Benzyl Ether

Base Information

• Chemical Name: 15,16-Dehydro Estradiol 3-Benzyl Ether
• CAS No.: 690996-26-0
• Molecular Formula: C₂₅H₂₈O₂
• Molecular Weight: 360.496
• Mol file: 690996-26-0.mol

Synonyms:15,16-Dehydro Estradiol 3-Benzyl Ether;(17β)-3-(PhenylMethoxy)-estra-1,3,5(10),15-tetraen-17-ol

Chemical Property of 15,16-Dehydro Estradiol 3-Benzyl Ether

Chemical Property:

• PSA: 29.46000
• LogP: 5.25860
• Solubility.: Chloroform,

Purity/Quality:

99% ^*data from raw suppliers

15,16-DehydroEstradiol3-BenzylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 15,16-Dehydro Estradiol 3-Benzyl Ether

There total 9 articles about 15,16-Dehydro Estradiol 3-Benzyl Ether 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: 94.0%

(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one (138743-03-0) → 3-benzyloxy-estra-1,3,5(10),15-tetraene-17-ol (690996-26-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; methanol; at 0 - 8 ℃; for 3h;

Reference yield: 94.0%

3-benzyloxy-estra-1,3,5(10),15-tetraen-17-one → 3-benzyloxy-estra-1,3,5(10),15-tetraen-17β-ol (690996-26-0)

Guidance literature:

3-benzyloxy-estra-1,3,5⁽¹⁰⁾,15-tetraen-17-one; With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; methanol; at 0 - 5 ℃; for 2h;

With water; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; at 20 ℃; for 0.5h; stereoselective reaction;

Reference yield:

Estrone (53-16-7) → 3-benzyloxy-estra-1,3,5(10),15-tetraene-17-ol (690996-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / dichloromethane; methanol / 16 h / Reflux

2.1: triethylamine / dichloromethane / 1 h / 20 °C

3.1: oxygen / palladium diacetate / dichloromethane; dimethyl sulfoxide / 35 °C

4.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 1 h / 20 °C

4.2: 2 h / 0 - 8 °C

With cerium(III) chloride heptahydrate; oxygen; potassium carbonate; triethylamine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

(14α)-3-benzyloxy-1,3,5(10),15-estratetraen-17-one

benzyl bromide

Estrone

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

Downstream raw materials:

17-acetyl estetrol

17-acetyl estetrol

17β-acetyloxy-3-benzyloxy-estra-1,3,5(10),15-tetraene