Desogestrel delta-3 isoMer

Base Information

• Chemical Name: Desogestrel delta-3 isoMer
• CAS No.: 201360-82-9
• Molecular Formula: C₂₂H₃₀O
• Molecular Weight: 310.48
• Mol file: 201360-82-9.mol

Synonyms:

Chemical Property of Desogestrel delta-3 isoMer

Chemical Property:

• Boiling Point: 413.4±45.0 °C(Predicted)
• PKA: 13.07±0.40(Predicted)
• Density: 1.07±0.1 g/cm3(Predicted)

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

(5α,17α)-13-Ethyl-11-methylene-18,19-dinorpregn-3-en-20-yn-17-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (5α,17α)-13-Ethyl-11-methylene-18,19-dinorpregn-3-en-20-yn-17-ol is an impurity of Desogestrel (D296875), a progestogen with low androgenic potency.

Technology Process of Desogestrel delta-3 isoMer

There total 14 articles about Desogestrel delta-3 isoMer 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: 79.0%

11-methylene-18a-homo-5β-estr-3-en-17-one (201360-91-0) + lithium acetylide (70277-75-7) → 11-methylene-5β,17α-18a-homo-19-nor-pregn-3-en-20-in-17-ol (201360-82-9)

Guidance literature:

With ethylenediamine; In tetrahydrofuran;

DOI:10.1016/S0039-128X(97)00105-0

Reference yield: 56.0%

11-methylene-18a-homo-5α-estr-3-en-17-one (201360-90-9) + lithium acetylide (70277-75-7) → 11-methylene-5α,17α-18a-homo-19-nor-pregn-3-en-20-in-17-ol (201360-82-9)

Guidance literature:

With ethylenediamine; In tetrahydrofuran;

DOI:10.1016/S0039-128X(97)00105-0

Reference yield:

18a-homo-5α-estr-3-ene-11α,17β-diol (201360-80-7) → 11-methylene-5α,17α-18a-homo-19-nor-pregn-3-en-20-in-17-ol (201360-82-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / pyridine*SO₃, Et₃N / dimethylsulfoxide / 6 h / 25 °C

2: 78 percent / p-TsOH*H₂O / various solvent(s) / 10 h / 40 °C

3: 1.) NaH / 1.) DMSO, 2.) DMSO, toluene, ultrasonic irrad., 80 deg C, 108 h

4: p-TsOH / acetone

5: 56 percent / ethylenediamine / tetrahydrofuran

With sulfur trioxide pyridine complex; sodium hydride; toluene-4-sulfonic acid; ethylenediamine; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; acetone;

DOI:10.1016/S0039-128X(97)00105-0

upstream raw materials:

11-methylene-18a-homo-5α-estr-3-en-17-one

lithium acetylide

18a-homo-5α-estr-3-ene-11α,17β-diol

11α,17β-Dihydroxy-18a-homo-estr-4-en-3-one