3-O-Benzyl Estetrol 17-Acetate

Base Information

• Chemical Name: 3-O-Benzyl Estetrol 17-Acetate
• CAS No.: 690996-24-8
• Molecular Formula: C₂₇H₃₂O₅
• Molecular Weight: 436.548
• Mol file: 690996-24-8.mol

Synonyms:3-O-Benzyl Estetrol 17-Acetate;(15α,16α,17β)-3-(Benzyloxy)-estra-1,3,5(10)-triene-15,16,17-triol 17-Acetate;(15α,16α,17β)-3-(PhenylMethoxy)-estra-1,3,5(10)-triene-15,16,17-triol 17-Acetate

Chemical Property of 3-O-Benzyl Estetrol 17-Acetate

Chemical Property:

• PSA: 75.99000
• LogP: 3.99500
• Solubility.: Chloroform,

Purity/Quality:

99% ^*data from raw suppliers

3-O-BenzylEstetrol17-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-O-Benzyl Estetrol 17-Acetate

There total 14 articles about 3-O-Benzyl Estetrol 17-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: 43.0%

17-acetyloxy-3-benzyloxy-estra-1,3,5(10),15-tetraene (690996-25-9) → 17-acetyl-3-benzyl estetrol (690996-24-8)

Guidance literature:

With trimethylamine-N-oxide; water; In tetrahydrofuran; at 50 ℃; for 38h; stereoselective reaction;

Reference yield: 43.0%

17β-acetyloxy-3-benzyloxy-estra-1,3,5(10),15-tetraene (690996-25-9) → 17-acetyl-3-benzyl estetrol (690996-24-8)

Guidance literature:

With osmium tetroxide on PVP; trimethylamine-N-oxide; In tetrahydrofuran; at 50 ℃; for 38h;

Reference yield:

benzyl bromide (100-39-0) → 17-acetyl-3-benzyl estetrol (690996-24-8)

Guidance literature:

Multi-step reaction with 6 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

5.1: pyridine / dmap / 2 h / 20 °C

6.1: trimethylamine-N-oxide / ~5percent w/w OsO₄ on PVP / tetrahydrofuran / 50 °C

With pyridine; trimethylamine-N-oxide; cerium(III) chloride heptahydrate; oxygen; potassium carbonate; triethylamine; dmap; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

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

benzyl bromide

Estrone

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

Downstream raw materials:

17-acetyl estetrol

17-acetyl estetrol

Refernces

• 1、 -. "Process for the preparation of estetrol". Page/Page column 20. . Retrieved 2011/11/12.