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

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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]trifluoroacetamide
CAS No.:261718-50-7
Molecular Formula:C₃₈H₄₈F₃NO₆
Molecular Weight:671.797
Hs Code.:

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

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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]trifluoroacetamide

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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]trifluoroacetamide

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]trifluoroacetamide 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: 65.0%

: 354-38-1
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

: 261718-50-7
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]trifluoroacetamide

Guidance literature:: 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 65 ℃; for 1.5h; Further stages.;
DOI:10.1021/jm990179s

Reference yield:

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

: 261718-50-7
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]trifluoroacetamide

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: 65 percent / dimethylformamide; tetrahydrofuran / 1.5 h / 65 °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: Alkylation;
DOI:10.1021/jm990179s

Reference yield:

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

: 261718-50-7
N-[2-[4-[3,17β-bis[tetrahydro(2H)-2-pyranyloxy]estra-1,3,5(10)-trien-11β-yl]phenoxy]ethyl]trifluoroacetamide

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: 65 percent / dimethylformamide; tetrahydrofuran / 1.5 h / 65 °C

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