13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

Base Information

• Chemical Name: 13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)
• CAS No.: 56294-43-0
• Molecular Formula: C₂₄H₃₄O₄
• Molecular Weight: 386.532
• Mol file: 56294-43-0.mol

Synonyms:13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

Chemical Property of 13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

There total 1 articles about 13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal) 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:

13β-ethyl-11α-hydroxygon-5-ene-3,17-dione (53067-82-6,170901-07-2) → 13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (56294-43-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / HC(OEt)3, PTS / benzene / 6 h / Heating

2: 87 percent / PDC / CH₂Cl₂ / 8 h / Ambient temperature

3: 1.) NaH / 1.) DMSO, 70 deg C, 1.5 h, 2.) 60 deg C, 5 h

With dipyridinium dichromate; pyridinium p-toluenesulfonate; sodium hydride; orthoformic acid triethyl ester; In dichloromethane; benzene;

DOI:10.1080/00397919708006801

Reference yield: 86.0%

13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (56294-43-0) → 13β-ethyl-11-methylenegon-4-en-3,17-dione (54024-17-8)

Guidance literature:

With hydrogenchloride; for 5h; Ambient temperature;

DOI:10.1080/00397919708006801

Reference yield:

13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (56294-43-0) → desogestrel (54024-22-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / conc. HCl / acetone / 4.5 h / Ambient temperature

2: 91 percent / BF₃*Et₂O / tetrahydrofuran / 2.75 h / Heating

3: t-BuOK / tetrahydrofuran / 2 h / -20 - -15 °C

4: 58 percent / Na / liquid ammonia; tetrahydrofuran / 1 h / -4 °C

With hydrogenchloride; boron trifluoride diethyl etherate; potassium tert-butylate; sodium; In tetrahydrofuran; ammonia; acetone;

DOI:10.1002/recl.19881070406

upstream raw materials:

13β-ethyl-11α-hydroxygon-5-ene-3,17-dione

Downstream raw materials:

13β-ethyl-11-methylenegon-4-en-3,17-dione

desogestrel

Refernces