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

Base Information

Chemical Name:11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxy-17β-(N-hydroxylamino)estr-9-ene
CAS No.:940932-56-9
Molecular Formula:C₂₈H₃₃F₂NO₄
Molecular Weight:485.571
Hs Code.:

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

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

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

There total 7 articles about 11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-17α-ethynyl-5α-hydroxy-17β-(N-hydroxylamino)estr-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:

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

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

Guidance literature:: With ammonium chloride; zinc; In tetrahydrofuran; ethanol; for 0.5h;
DOI:10.1021/ol070447d

Reference yield:

: 940932-53-6
11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxy-17-(N-hydroxyimino)estr-9-ene

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

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: 10.3 g / NaBH₄ / dioxane; H₂O / 1 h

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

3.2: 81 percent / Pb(OAc)2 / dimethylsulfoxide / 0.33 h

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

With sodium tetrahydroborate; N-Bromosuccinimide; potassium tert-butylate; ammonium chloride; potassium hydrogencarbonate; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/ol070447d

Reference yield:

: C₂₆H₃₀F₂BrNO₅

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 10.3 g / NaBH₄ / dioxane; H₂O / 1 h

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

2.2: 81 percent / Pb(OAc)2 / dimethylsulfoxide / 0.33 h

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

With sodium tetrahydroborate; potassium tert-butylate; ammonium chloride; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; water; dimethyl sulfoxide;
DOI:10.1021/ol070447d