11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

Base Information

Chemical Name:11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one
CAS No.:940932-52-5
Molecular Formula:C₂₆H₃₀F₂O₄
Molecular Weight:444.519
Hs Code.:

Synonyms:11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

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Chemical Property of 11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

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Technology Process of 11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

There total 2 articles about 11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one 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: 92.0%

: 39931-88-9,116003-08-8,39931-87-8
(5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one

: 90897-92-0
3,4-difluorophenylmagnesium bromide

: 940932-52-5
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

Guidance literature:: With copper(l) iodide; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/ol070447d

Reference yield:

: 5571-36-8
ethylene deltenone

: 940932-52-5
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

Guidance literature:: Multi-step reaction with 2 steps

1: 53 percent / hexafluoroacetone trihydrate; Na₂HPO₄; aq. H₂O₂ / CH₂Cl₂ / 18 h / 0 - 20 °C

2: 92 percent / CuI / tetrahydrofuran / 0.5 h / 0 °C

With disodium hydrogenphosphate; copper(l) iodide; dihydrogen peroxide; Hexafluoroacetone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol070447d

Reference yield:

: 940932-52-5
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one

: 940932-57-0
17β-amino-11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxyestr-9-ene

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine; hydroxylamine hydrochloride; 4 Angstroem molecular sieves / 10 h / 20 °C

2.1: N-bromosuccinimide; aq. KHCO₃ / dioxane / 16 h / 20 °C

3.1: 10.3 g / NaBH₄ / dioxane; H₂O / 1 h

4.1: KOtBu / dimethylsulfoxide / 1 h / 20 °C

4.2: 81 percent / Pb(OAc)2 / dimethylsulfoxide / 0.33 h

5.1: Zn; aq. NH₄Cl / tetrahydrofuran; ethanol / 0.5 h

6.1: 82 percent / Na₂B₄O₇; aq. HCl; 2-mercaptoethyl ether / FeSO₄(NH₄)2SO₄ / tetrahydrofuran; ethanol / 5 h / Heating

With pyridine; hydrogenchloride; borax; sodium tetrahydroborate; N-Bromosuccinimide; 4 A molecular sieve; hydroxylamine hydrochloride; potassium tert-butylate; ammonium chloride; potassium hydrogencarbonate; zinc; FeSO₄(NH₄)2SO₄; In tetrahydrofuran; 1,4-dioxane; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/ol070447d