16-methoxymethylene estrone

Base Information

• Chemical Name: 16-methoxymethylene estrone
• CAS No.: 150585-09-4
• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.409
• Mol file: 150585-09-4.mol

Synonyms:16-methoxymethylene estrone

Chemical Property of 16-methoxymethylene estrone

Chemical Property:

• Boiling Point: 490.7±45.0 °C(Predicted)
• PKA: 10.24±0.40(Predicted)
• PSA: 46.53000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.95760

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16-methoxymethylene estrone

There total 2 articles about 16-methoxymethylene estrone 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: 86.0%

3-hydroxy-16-hydroxymethylideneestra-1,3,5(10)-trien-17-one (3460-92-2) + trimethyl orthoformate (149-73-5) → 16-methoxymethylenestra-1,3,5(10)-trien-17-one (150585-09-4)

Guidance literature:

With cerium(III) chloride; In methanol; Ambient temperature;

DOI:10.1016/0039-128X(93)90025-I

Reference yield:

Estrone (53-16-7) → 16-methoxymethylenestra-1,3,5(10)-trien-17-one (150585-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride / 1.) benzene, 1 h, 2.) benzene, RT

2: 86 percent / CeCl₃ / methanol / Ambient temperature

With cerium(III) chloride; sodium hydride; In methanol;

DOI:10.1016/0039-128X(93)90025-I

Reference yield:

16-methoxymethylenestra-1,3,5(10)-trien-17-one (150585-09-4) → 16-formyl-3,17β-dihydroxyestra-1,3,5(10)-triene (150585-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CeCl₃, sodium borohydride / methanol / 0.75 h

2: 70 percent / 2 N HCl / acetone / 0.33 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; In methanol; acetone;

DOI:10.1016/0039-128X(93)90025-I

upstream raw materials:

3-hydroxy-16-hydroxymethylideneestra-1,3,5⁽¹⁰⁾-trien-17-one

trimethyl orthoformate

Estrone

Downstream raw materials:

16-formyl-3,17β-dihydroxyestra-1,3,5(10)-triene

Refernces