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

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Chemical Name:N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-N-methyltrifluoroacetamide
CAS No.:261718-55-2
Molecular Formula:C₃₉H₅₀F₃NO₆
Molecular Weight:685.824
Hs Code.:

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

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

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

There total 8 articles about N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-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: 49.0%

: 815-06-5
N-methyl-2,2,2-trifluoroacetamide

: 261718-49-4
3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-(2-iodoethoxy)phenyl]estra-1,3,5(10)-triene

: C₃₆H₄₆O₅

: 261718-55-2
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-N-methyltrifluoroacetamide

Guidance literature:: N-methyl-2,2,2-trifluoroacetamide; With sodium hydride; In tetrahydrofuran; for 0.333333h;

3,17β-bis[tetrahydro(2H)-2-pyranyloxy]-11β-[4-(2-iodoethoxy)phenyl]estra-1,3,5(10)-triene; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 2h; Further stages.;
DOI:10.1021/jm990179s

Reference yield:

: 134414-14-5
11beta-(4-hydroxyphenyl)-estra-4,9-diene-3,17-dione

: 261718-55-2
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-N-methyltrifluoroacetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 0.42 h

1.2: dimethylformamide / 22 h / 20 °C

2.1: 57 percent / 6 N aq. HCl / dimethylformamide / 1 h / 20 °C

3.1: 98 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

4.1: AcBr; Ac₂O / CH₂Cl₂ / 1.5 h / 0 - 20 °C

4.2: 74 percent / 2 N aq. NaOH / methanol; tetrahydrofuran / 0.75 h / 20 °C

5.1: 88 percent / NaBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

6.1: 72 percent / NaI / butan-2-one / 17 h / Heating

7.1: 86 percent / p-toluenosulfonic acid / tetrahydrofuran / 1.5 h

8.1: NaH / tetrahydrofuran / 0.33 h

8.2: 49 percent / dimethylformamide; tetrahydrofuran / 2 h / 80 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; Acetyl bromide; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; butanone; 1.1: deprotonation / 1.2: Alkylation / 2.1: desilylation / 3.1: mesylation / 4.1: Aromatization / 4.2: Hydrolysis / 5.1: Reduction / 6.1: Iodination / 7.1: Etherification / 8.1: deprotonation / 8.2: Substitution;
DOI:10.1021/jm990179s

Reference yield:

: 253169-45-8
11beta-[4-(2-Iodoethoxy)phenyl]estra-1,3,5⁽¹⁰⁾-triene-3,17beta-diol

: 261718-55-2
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]-N-methyltrifluoroacetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / p-toluenosulfonic acid / tetrahydrofuran / 1.5 h

2.1: NaH / tetrahydrofuran / 0.33 h

2.2: 49 percent / dimethylformamide; tetrahydrofuran / 2 h / 80 °C

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 1.1: Etherification / 2.1: deprotonation / 2.2: Substitution;
DOI:10.1021/jm990179s