3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene

Base Information

• Chemical Name: 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene
• CAS No.: 261718-59-6
• Molecular Formula: C₃₉H₅₃IO₅
• Molecular Weight: 728.751
• Mol file: 261718-59-6.mol

Synonyms:3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene

Chemical Property of 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene

There total 1 articles about 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene 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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + (8S,9R,11S,13S,14S,17S)-11-[4-(5-Iodo-pentyloxy)-phenyl]-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol → 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene (261718-59-6)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1021/jm990179s

Reference yield: 40.0%

2,2,2-trifluoroacetamide (354-38-1) + 3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene (261718-59-6) → N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]trifluoroacetamide (261718-60-9)

Guidance literature:

2,2,2-trifluoroacetamide; With sodium hydride; In tetrahydrofuran; for 0.333333h;

3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 5.5h; Further stages.;

DOI:10.1021/jm990179s

Reference yield:

3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-[(5-iodopentyl)oxy]phenyl]estra-1,3,5(10)-triene (261718-59-6) → Methyl-(5-{4-[(8S,9R,11S,13S,14S,17S)-13-methyl-3,17-bis-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-11-yl]-phenoxy}-pentyl)-amine

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.33 h

1.2: 40 percent / tetrahydrofuran; dimethylformamide / 5.5 h / 20 °C

2.1: NaH / dimethylformamide / 0.33 h / 20 °C

2.2: 98 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 100 percent / 1 N aq. NaOH / methanol; tetrahydrofuran / 2.5 h / 20 °C

With sodium hydroxide; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.1: deprotonation / 1.2: Alkylation / 2.1: deprotonation / 2.2: Methylation / 3.1: Hydrolysis;

DOI:10.1021/jm990179s

upstream raw materials:

3,4-dihydro-2H-pyran

Downstream raw materials:

N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]trifluoroacetamide

N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide