10β-Hydroxy 4-Tibolone

Base Information

• Chemical Name: 10β-Hydroxy 4-Tibolone
• CAS No.: 105186-35-4
• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.452
• Mol file: 105186-35-4.mol

Synonyms:10β-Hydroxy 4-Tibolone;10beta-Hydroxy-delta4-tibolone;(7alpha,17alpha)-17,19-Dihydroxy-7-methyl-19-norpregn-4-en-20-yn-3-one

Chemical Property of 10β-Hydroxy 4-Tibolone

Chemical Property:

• Melting Point: 220-222°C
• PSA: 57.53000
• LogP: 2.85340
• Storage Temp.: Refrigerator

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Tibolone

Technology Process of 10β-Hydroxy 4-Tibolone

There total 9 articles about 10β-Hydroxy 4-Tibolone 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: 73.0%

10β-hydroperoxy-17β-hydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one (105186-34-3) → 10β,17β-dihydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one (105186-35-4)

Guidance literature:

With triethyl phosphite; In ethanol; at 20 ℃; for 1h;

DOI:10.1002/recl.19861050403

Reference yield: 56.0%

tibolone (5630-53-5) → 10β,17β-dihydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one (105186-35-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); triphenylphosphine; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; at 20 ℃; for 20h; regioselective reaction;

DOI:10.1021/jacs.8b01886

Reference yield:

tibolone (5630-53-5) → 7α-methyl-17α-ethynyl-17β-hydroxy-19-norandrosta-1,4-dien-3-one (1155267-21-2) + 7α-methyl-17α-ethynyl-11α,15β,17β-trihydroxy-19-norandrost-5(10)-en-3-one (1155267-22-3) + 10β,17β-dihydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one (105186-35-4)

Guidance literature:

With Cunninghamella elegans (ATCC 10028b); In acetone; for 144h; Microbiological reaction;

upstream raw materials:

10β-hydroperoxy-17β-hydroxy-7α-methyl-19-nor-17α-pregn-4-en-20-yn-3-one

tibolone

7α-methylestr-5(10)-ene-3,17-dione

3,3-dimethoxy-7α-methylestr-5(10)-en-17-one

Refernces

• 1、 -. "Method of producing tibolone metabolites by fermentation with Rhizopus stolonifer". Page/Page column 10-11. . Retrieved 2012/04/10.
• 2、 Van Vliet,Broess,Peters,et al.. "An alternative synthesis of 17β-hydroxy-7α-methyl-19-nor-17α-pregn-5(10)-en-20-yn-3-o ne (Org OD 14)". . p. 111 - 115. Retrieved 2007/10/02.