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

Base Information

• Chemical Name: N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide
• CAS No.: 261718-62-1
• Molecular Formula: C₄₂H₅₆F₃NO₆
• Molecular Weight: 727.905
• Mol file: 261718-62-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide 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: 98.0%

N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]trifluoroacetamide (261718-60-9) + methyl iodide (74-88-4) → N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide (261718-62-1)

Guidance literature:

N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]trifluoroacetamide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/jm990179s

Reference yield:

(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 → N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide (261718-62-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / p-toluenosulfonic acid / tetrahydrofuran / 1.5 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.33 h

2.2: 40 percent / tetrahydrofuran; dimethylformamide / 5.5 h / 20 °C

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

3.2: 98 percent / tetrahydrofuran / 1 h / 20 °C

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: deprotonation / 2.2: Alkylation / 3.1: deprotonation / 3.2: Methylation;

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) → N-[5-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]pentyl]-N-methyltrifluoroacetamide (261718-62-1)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jm990179s

upstream raw materials:

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

methyl iodide

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