5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

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Chemical Name:5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene
CAS No.:883565-86-4
Molecular Formula:C₃₂H₄₃NO₄
Molecular Weight:505.698
Hs Code.:

Synonyms:5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

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Chemical Property of 5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

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Technology Process of 5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

There total 2 articles about 5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-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: 75.0%

: 883565-85-3
4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide

: 84371-57-3
(5'R,8'S,10'R,13'S,14'S,17'S)-13'-methyl-17'-(prop-1-yn-1-yl)-1',2',7',8',12',13',14',15',16',17'-decahydro-4'H,6'H-spiro[[1,3]dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-ol

: 883565-86-4
5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

Guidance literature:: 4-(N-isopropyl-N-trimethylsilylamino)phenyl bromide; With magnesium; In tetrahydrofuran; for 0.416667h; Heating;

(5'R,8'S,10'R,13'S,14'S,17'S)-13'-methyl-17'-(prop-1-yn-1-yl)-1',2',7',8',12',13',14',15',16',17'-decahydro-4'H,6'H-spiro[[1,3]dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-ol; With copper(l) chloride; In tetrahydrofuran; at 6 - 7 ℃; for 0.5h;
DOI:10.1002/jlcr.958

Reference yield:

: 121086-19-9
(4-bromophenyl)isopropylamine

: 883565-86-4
5α-17β-dihydroxy-11β-[4-(N-isopropyl-N-trimethylsilylamino)phenyl]-17α-ethynyl-3,3-(ethane-1,2-diyldioxy)-estra-9-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 47 percent / n-BuLi / tetrahydrofuran; hexane / 30 h / -78 °C

2.1: magnesium / tetrahydrofuran / 0.42 h / Heating

2.2: 75 percent / CuCl / tetrahydrofuran / 0.5 h / 6 - 7 °C

With n-butyllithium; magnesium; In tetrahydrofuran; hexane;
DOI:10.1002/jlcr.958