2-Dehydro-3-Methoxy Tibolone

Base Information

• Chemical Name: 2-Dehydro-3-Methoxy Tibolone
• CAS No.: 15506-05-5
• Molecular Formula: C22H30O2
• Molecular Weight: 326.479
• Mol file: 15506-05-5.mol

Synonyms:2-Dehydro-3-Methoxy Tibolone;(7α,17α)- 3-Methoxy-7-Methyl-19-norpregna-2,5(10)-dien-20-yn-17-ol

Chemical Property of 2-Dehydro-3-Methoxy Tibolone

Chemical Property:

• PSA: 29.46000
• LogP: 4.45370

Purity/Quality:

98% ^*data from raw suppliers

2-Dehydro-3-methoxy tibolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tibolone (T437500) derivative.

Technology Process of 2-Dehydro-3-Methoxy Tibolone

There total 7 articles about 2-Dehydro-3-Methoxy Tibolone 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: 82.0%

3-Methoxy-7α-methyl-17-oxo-Δ2,5(10)-19-norandrostadien (5210-25-3) + ethynylmagnesium chloride (65032-27-1) → 3-Methoxy-7α-methyl-17α-aethinyl-17β-hydroxy-Δ2,5(10)-19-norandrastadien (15506-05-5)

Guidance literature:

In tetrahydrofuran; at 20 - 35 ℃; for 0.5h;

Reference yield:

3-Methoxy-7α-methyl-17-oxo-Δ2,5(10)-19-norandrostadien (5210-25-3) + sodium acetylide (1066-26-8) → 3-Methoxy-7α-methyl-17α-aethinyl-17β-hydroxy-Δ2,5(10)-19-norandrastadien (15506-05-5)

Guidance literature:

3-Methoxy-7α-methyl-17-oxo-Δ^2,5(10)-19-norandrostadien; With 2,6-di-tert-butyl-4-methyl-phenol; In 1-methyl-pyrrolidin-2-one; tert-butyl methyl ether; at 20 ℃;

sodium acetylide; In 1-methyl-pyrrolidin-2-one; tert-butyl methyl ether; water; xylene; at 20 - 25 ℃; for 3.5h;

Reference yield:

7α-methylestrone 3-methyl ether (10449-00-0) → 3-Methoxy-7α-methyl-17α-aethinyl-17β-hydroxy-Δ2,5(10)-19-norandrastadien (15506-05-5)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran

2: Na, tBuOH, liq. NH₃ / tetrahydrofuran

3: Al(OiPr)3, cyclohexanone / toluene

4: ethane-1,2-diamine / dimethylsulfoxide; toluene

With lithium aluminium tetrahydride; ammonia; sodium; cyclohexanone; aluminum isopropoxide; ethylenediamine; tert-butyl alcohol; In tetrahydrofuran; dimethyl sulfoxide; toluene;

DOI:10.1002/hlca.19670500602

upstream raw materials:

3-Methoxy-7α-methyl-17-oxo-Δ^2,5(10)-19-norandrostadien

lithium acetylide

7α-methylestrone 3-methyl ether

7α-methyloestradiol-3-methylether

Downstream raw materials:

tibolone

Refernces