6-Dehydronandrolone acetate

Base Information

• Chemical Name: 6-Dehydronandrolone acetate
• CAS No.: 2590-41-2
• Molecular Formula: C20H26O3
• Molecular Weight: 314.425
• Hs Code.: 2914400090
• European Community (EC) Number: 643-000-1
• DSSTox Substance ID: DTXSID001335321
• Wikidata: Q76416613
• Mol file: 2590-41-2.mol

Synonyms:2590-41-2;6-Dehydronandrolone acetate;dehydronandrolon;Estra-4,6-dien-3-one, 17-(acetyloxy)-, (17b)-;[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,8,9,10,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate;Dehydronandrolon acetate;SCHEMBL3750546;OGUASZAAVFYYIL-XGXHKTLJSA-N;DTXSID001335321;BCP10927;MFCD00271529;AKOS015895689;17beta-acetoxy-estra-4,6-dien-3-one;17b-Acetyloxy-estra-4,6-diene-3-one;AC-28398;AS-13040;(17beta)-17-(acetyloxy)estra-4,6-dien-3-one;(17beta)-3-Oxoestra-4,6-dien-17-yl acetate;(17 beta)-17-(acetyloxy)estra-4,6-dien-3-one;(17beta)-17-(acetyloxy)estra-4,6-diene-3-one;Q-102810

Chemical Property of 6-Dehydronandrolone acetate

Chemical Property:

• Melting Point: -80 °C
• Refractive Index: 1.559
• Boiling Point: 457.4 °C at 760 mmHg
• Flash Point: 200.6 °C
• PSA: 43.37000
• Density: 1.15 g/cm³
• LogP: 3.83590
• Storage Temp.: Controlled Substance, -20?C Freezer
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 602

Purity/Quality:

99% ^*data from raw suppliers

17-Acetoxyestra-4,6-dien-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xn,F
• Hazard Codes: C,Xn,F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CCC2C1(CCC3C2C=CC4=CC(=O)CCC34)C
• Isomeric SMILES: CC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=CC4=CC(=O)CC[C@H]34)C
• Uses: Tibolone intermediate.

Technology Process of 6-Dehydronandrolone acetate

There total 15 articles about 6-Dehydronandrolone acetate 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: 80.0%

3,17β-diacetoxyoestra-3,5-diene (4999-76-2) → 6-dehydro-19-nortestosterone acetate (2590-41-2)

Guidance literature:

3,17β-diacetoxyoestra-3,5-diene; With N-Bromosuccinimide; In water; N,N-dimethyl-formamide; at 0 - 20 ℃;

With lithium carbonate; lithium bromide; In water; N,N-dimethyl-formamide; at 20 - 110 ℃; for 1.08333h;

DOI:10.1016/j.steroids.2010.05.008

Reference yield: 80.0%

C22H30O4 → 6-dehydro-19-nortestosterone acetate (2590-41-2)

Guidance literature:

C₂₂H₃₀O₄; With N-Bromosuccinimide; In water; N,N-dimethyl-formamide; at 0 - 25 ℃; for 0.5h;

With sodium carbonate; sodium bromide; In water; N,N-dimethyl-formamide; at 40 - 80 ℃; for 4h;

Reference yield: 68.0%

→ 6-dehydro-19-nortestosterone acetate (2590-41-2)

Guidance literature:

upstream raw materials:

3,17β-diacetoxyoestra-3,5-diene

17β-acetoxy-4-chloro-estr-4-en-3-one

3-Ethoxy-17β-acetoxy-19-nor-androsta-3,5-dien

19-nortestosterone

Downstream raw materials:

estradiol

17β-acetoxy-7α-allyloestr-4-en-3-one

19-nortestosterone acetate

7alpha-Methyl-19-nortestosterone acetate

Refernces

• 1、 -. "Preparation method of 6-dehydronandrolone acetate". . . Retrieved 2021/07/01.
• 2、 -. "Preparation method of 6-dehydronandrolone". Paragraph 0017; 0019; 0020; 0021; 0022; 0023; 0024; 0025. . Retrieved 2017/10/09.