(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

Base Information

Chemical Name:(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol
CAS No.:1236153-25-5
Molecular Formula:C₃₀H₃₇NO₃
Molecular Weight:459.629
Hs Code.:

(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

Synonyms:(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

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Chemical Property of (8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

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Technology Process of (8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

There total 7 articles about (8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol 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:

: C₃₂H₃₉NO₄

: 1236153-25-5
(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: With methanol; sodium hydroxide;

Reference yield:

: 13105-72-1
2-(N-methyl-N-prop-2-yn-1-ylamino)ethanol

: 1236153-25-5
(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: Multi-step reaction with 4 steps

1: diethylazodicarboxylate / dichloromethane / 16 h / 0 - 20 °C

2: Acetyl bromide / dichloromethane / 20 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 1 h

4: sodium hydroxide; water / methanol / 16 h / 20 °C

With sodium tetrahydroborate; Acetyl bromide; water; sodium hydroxide; diethylazodicarboxylate; In methanol; dichloromethane; 1: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2013.03.116

Reference yield:

: 17878-44-3
(4-bromophenoxy)trimethylsilane

: 1236153-25-5
(8S,9R,11S,13S,14S,17S)-11-(4-(2-([2-propynyl]methylamino)ethoxy)phenyl)-7,8,9,11,12,13,14,15,16,17-decahydro-13-methyl-6H-cyclopenta[a]phenanthrene-3,17-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: iodine / tetrahydrofuran / 65 °C / Inert atmosphere

2.1: copper(l) iodide / tetrahydrofuran / 16 h / -10 - 20 °C / Inert atmosphere

2.2: 1.5 h / 50 - 60 °C

3.1: diethylazodicarboxylate / dichloromethane / 16 h / 0 - 20 °C

4.1: Acetyl bromide / dichloromethane / 20 °C / Inert atmosphere

5.1: sodium tetrahydroborate / methanol / 1 h

6.1: sodium hydroxide; water / methanol / 16 h / 20 °C

With sodium tetrahydroborate; copper(l) iodide; Acetyl bromide; water; iodine; sodium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 3.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2013.03.116