3beta-Hydroxydesogestrel

Base Information

• Chemical Name: 3beta-Hydroxydesogestrel
• CAS No.: 70805-85-5
• Molecular Formula: C22H30O2
• Molecular Weight: 326.47
• UNII: G08T10WRV0
• DSSTox Substance ID: DTXSID40221070
• Nikkaji Number: J861.372I
• Wikidata: Q27278450
• Mol file: 70805-85-5.mol

Synonyms:3beta-Hydroxydesogestrel;70805-85-5;Desogestrel impurity E;UNII-G08T10WRV0;Desogestrel impurity E [EP];G08T10WRV0;(3S,8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol;13-Ethyl-11-methylidene-18,19-dinor-17alpha-pregn-4-en-20-yne-3beta,17-diol;18,19-Dinorpregn-4-en-20-yne-3,17-diol, 13-ethyl-11-methylene-, (3beta,17alpha)-;3b-Hydroxydesogestrel;3a-Hydroxydesogestrel;DTXSID40221070;CHEBI:175175;3.BETA.-HYDROXYDESOGESTREL;DESOGESTREL IMPURITY E [EP IMPURITY];Q27278450;13-ETHYL-11-METHYLIDENE-18,19-DINOR-17.ALPHA.-PREGN-4-EN-20-YNE-3.BETA.,17-DIOL;18,19-DINORPREGN-4-EN-20-YNE-3,17-DIOL, 13-ETHYL-11-METHYLENE-, (3.BETA.,17.ALPHA.)-

Chemical Property of 3beta-Hydroxydesogestrel

Chemical Property:

• Boiling Point: 470.4±45.0 °C(Predicted)
• PKA: 13.04±0.60(Predicted)
• PSA: 40.46000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 3.84050
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 326.224580195
• Heavy Atom Count: 24
• Complexity: 638

Purity/Quality:

97% ^*data from raw suppliers

3β-Hydroxydesogestrel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC12CC(=C)C3C(C1CCC2(C#C)O)CCC4=CC(CCC34)O
• Isomeric SMILES: CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C[C@H](CC[C@H]34)O
• Uses: 3β-Hydroxydesogestrel is a metabolite of Desogestrel (D296875), a progestogen with low androgenic potency.

Technology Process of 3beta-Hydroxydesogestrel

There total 2 articles about 3beta-Hydroxydesogestrel 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:

etonogestrel (54048-10-1) → 3alpha-Hydroxydesogestrel (70805-85-5,869627-85-0) + 13-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yne-3β-17β-diol (70805-85-5,869627-85-0)

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; Yield given. Yields of byproduct given;

DOI:10.1016/S0039-128X(97)00014-7

Reference yield:

etonogestrel (54048-10-1) → 3alpha-Hydroxydesogestrel (70805-85-5,869627-85-0) + 13-ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yne-3β-17β-diol (70805-85-5,869627-85-0)

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; Yield given. Yields of byproduct given;

DOI:10.1016/S0039-128X(97)00014-7

upstream raw materials:

etonogestrel