(17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene

Base Information

• Chemical Name: (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene
• CAS No.: 1297273-82-5
• Molecular Formula: C₃₇H₄₂O₃
• Molecular Weight: 534.739
• Mol file: 1297273-82-5.mol

Synonyms:(17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene

Chemical Property of (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene

There total 7 articles about (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene 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: 80.0%

(17β)-3-(benzyloxy)-16-methylideneestra-1(10),2,4-trien-17-ol (1297273-81-4) + [2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene (347886-00-4) → (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene (1297273-82-5)

Guidance literature:

(17β)-3-(benzyloxy)-16-methylideneestra-1(10),2,4-trien-17-ol; With sodium hydride; In mineral oil; at 0 ℃; for 1h; Inert atmosphere;

[2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene; In N,N-dimethyl-formamide; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2011.01.083

Reference yield:

benzyl bromide (100-39-0) → (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene (1297273-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 °C / Inert atmosphere

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: sodium hydride / mineral oil / 1 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 °C / Inert atmosphere

With carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1016/j.tet.2011.01.083

Reference yield:

Estrone (53-16-7) → (17β)-3-(benzyloxy)-17-((2-[(benzyloxy)methyl]prop-2-en-1-yl)oxy)-16-methylideneestra-1(10),2,4-triene (1297273-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate / acetonitrile / Reflux; Inert atmosphere

2.1: acetyl chloride / diethyl ether / 0.5 h / Inert atmosphere

2.2: 12 h / 80 °C / Inert atmosphere

3.1: acetic anhydride / 12 h / 140 °C / Inert atmosphere

4.1: methanol; sodium tetrahydroborate / dichloromethane / 0 °C / Inert atmosphere

5.1: sodium hydride / mineral oil / 1 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; acetic anhydride; sodium hydride; caesium carbonate; acetyl chloride; In diethyl ether; dichloromethane; acetonitrile; mineral oil;

DOI:10.1016/j.tet.2011.01.083

upstream raw materials:

(17β)-3-(benzyloxy)-16-methylideneestra-1(10),2,4-trien-17-ol

[2-(bromomethyl)prop-2-en-1-yloxy]methylbenzene

Estrone

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