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

Base Information

Chemical Name:17β-amino-11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxyestr-9-ene
CAS No.:940932-57-0
Molecular Formula:C₂₈H₃₃F₂NO₃
Molecular Weight:469.572
Hs Code.:

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

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

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

There total 8 articles about 17β-amino-11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxyestr-9-ene 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: 82.0%

: 940932-56-9
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxy-17β-(N-hydroxylamino)estr-9-ene

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

Guidance literature:: With hydrogenchloride; borax; FeSO₄(NH₄)2SO₄; In tetrahydrofuran; ethanol; for 5h; Heating;
DOI:10.1021/ol070447d

Reference yield:

: 940932-55-8
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxy-17β-nitroestr-9-ene

: 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 2 steps

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

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

With hydrogenchloride; borax; ammonium chloride; zinc; FeSO₄(NH₄)2SO₄; In tetrahydrofuran; ethanol;
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