11 beta-(1-aziridinylmethyl)estradiol

Base Information

• Chemical Name: 11 beta-(1-aziridinylmethyl)estradiol
• CAS No.: 76583-06-7
• Molecular Formula: C₂₁H₂₉NO₂
• Molecular Weight: 327.467
• Mol file: 76583-06-7.mol

Synonyms:11 beta-(1-aziridinylmethyl)estradiol

Chemical Property of 11 beta-(1-aziridinylmethyl)estradiol

Chemical Property:

• Vapor Pressure: 1.07E-10mmHg at 25°C
• Boiling Point: 497.1°C at 760 mmHg
• Flash Point: 256.6°C
• PSA: 43.47000
• Density: 1.21g/cm³
• LogP: 3.08880

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11 beta-(1-aziridinylmethyl)estradiol

There total 6 articles about 11 beta-(1-aziridinylmethyl)estradiol 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:

ethyleneimine (151-56-4,9002-98-6) + 11β-(4-methylbenzenesulphonyloxymethyl)-oestra-1,3,5(10)-triene-3,17β-diol (76389-95-2) → 11β-(1-aziridinylmethyl)-oestra-1,3,5(10)-triene-1,17β-diol (76389-97-4,76583-06-7)

Guidance literature:

With potassium carbonate; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 120h;

Reference yield:

11-methyleneoestra-1,3,5(10)-triene-3,17β-diol (76389-89-4) → 11β-(1-aziridinylmethyl)-oestra-1,3,5(10)-triene-1,17β-diol (76389-97-4,76583-06-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 7.5 g / 4-methylbenzenesulphonyl acid hydrate / 0.75 h / 15 - 20 °C

2: 1.) diborane/dimethylsulphide, 2.) 96 percent ethanol, 3 M sodium hydroxide, 30 percent hydrogen peroxide / 1.) tetrahydrofuran, 3 h, room temperature, 2.) tetrahydrofuran

3: 11 g / pyridine / 1.) 0 deg C, 15 min, 2.) room temperature

4: 3 g / conc. hydrochloric acid / acetone / 1 h / Ambient temperature

5: 0.83 g / potassium carbonate, triethyl amine / dimethylformamide / 120 h / 60 °C

With pyridine; hydrogenchloride; sodium hydroxide; dimethylsulfide; ethanol; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; diborane; In N,N-dimethyl-formamide; acetone;

Reference yield:

3-hydroxy-11-methyleneoestra-1,3,5(10)-trien-17-one (76389-88-3) → 11β-(1-aziridinylmethyl)-oestra-1,3,5(10)-triene-1,17β-diol (76389-97-4,76583-06-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 5.0 g / sodium borohydride / ethanol; tetrahydrofuran; H₂O / 1 h

2: 7.5 g / 4-methylbenzenesulphonyl acid hydrate / 0.75 h / 15 - 20 °C

3: 1.) diborane/dimethylsulphide, 2.) 96 percent ethanol, 3 M sodium hydroxide, 30 percent hydrogen peroxide / 1.) tetrahydrofuran, 3 h, room temperature, 2.) tetrahydrofuran

4: 11 g / pyridine / 1.) 0 deg C, 15 min, 2.) room temperature

5: 3 g / conc. hydrochloric acid / acetone / 1 h / Ambient temperature

6: 0.83 g / potassium carbonate, triethyl amine / dimethylformamide / 120 h / 60 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; ethanol; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; diborane; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone;

upstream raw materials:

ethyleneimine

11β-(4-methylbenzenesulphonyloxymethyl)-oestra-1,3,5(10)-triene-3,17β-diol

11-methyleneoestra-1,3,5(10)-triene-3,17β-diol

3-hydroxy-11-methyleneoestra-1,3,5⁽¹⁰⁾-trien-17-one

Refernces