17-Ethynyl-10-hydroxy-19-nortestosterone

Base Information

• Chemical Name: 17-Ethynyl-10-hydroxy-19-nortestosterone
• CAS No.: 1236-00-6
• Molecular Formula: C20H26 O3
• Molecular Weight: 314.4186
• NSC Number: 63012
• UNII: 9C55LR6ZGS
• DSSTox Substance ID: DTXSID40154051
• Nikkaji Number: J2.788.582I
• Wikidata: Q27115873
• Mol file: 1236-00-6.mol

Synonyms:10 beta-hydroxy-19-norethisterone;17 alpha-ethinyl-10 beta,17 beta-dihydroxy-4- estren-3-one

Chemical Property of 17-Ethynyl-10-hydroxy-19-nortestosterone

Chemical Property:

• Vapor Pressure: 1.59E-11mmHg at 25°C
• Melting Point: 263-264 °C
• Boiling Point: 486.9°Cat760mmHg
• PKA: 13.01±0.60(Predicted)
• Flash Point: 262.4°C
• PSA: 57.53000
• Density: 1.23g/cm³
• LogP: 2.60740
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 314.18819469
• Heavy Atom Count: 23
• Complexity: 641

Purity/Quality:

98%min ^*data from raw suppliers

10β-HydroxyNorethindrone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=O)CCC34O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@]34O
• Uses: 10β-Hydroxynorethindrone is the 6β-hydroxy analogue and a by-product of Norethindrone (N676000) synthesis. 10β-Hydroxynorethindrone is also a metabolite of the progestagen hormone, Lynestrenol.

Technology Process of 17-Ethynyl-10-hydroxy-19-nortestosterone

There total 7 articles about 17-Ethynyl-10-hydroxy-19-nortestosterone 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:

lynestrenol (52-76-6) → 19-nor-17α-pregn-4-en-20-yn-3β,6β,17β-triol (1253379-05-3) + 19-nor-17α-pregn-4-en-20-yn-3-one-6β,17β-diol (51724-44-8,1458616-80-2) + 19-nor-17α-pregn-4-en-20-yn-3-one-10β,17β-diol (1236-00-6)

Guidance literature:

With potassium dihydrogenphosphate; D-glucose; sodium chloride; In water; acetone; glycerol; at 30 ℃; for 288h; pH=5.6; Microbiological reaction;

DOI:10.1080/14786410701614507

Reference yield:

5,10-epoxy-17-hydroxy-19-nor-5β,17βH-pregn-20-yn-3-one (54697-34-6) → 19-nor-17α-pregn-4-en-20-yn-3-one-10β,17β-diol (1236-00-6)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo01105a045

Reference yield:

Noretynodrel (5541-86-6,6073-48-9,13577-86-1,25918-97-2,57287-11-3,68-23-5) → 19-nor-17α-pregn-4-en-20-yn-3-one-10β,17β-diol (1236-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: chloroform; monoperoxyphthalic acid; diethyl ether / -70 °C

2: methanol.KOH

With potassium hydroxide; monoperoxyphthalic acid; diethyl ether; chloroform;

DOI:10.1021/jo01105a045

upstream raw materials:

5-fluoro-10,17-dihydroxy-19-nor-5α,17βH-pregn-20-yn-3-one

5,10-epoxy-17-hydroxy-19-nor-5β,17βH-pregn-20-yn-3-one

Noretynodrel

lynestrenol

Refernces