(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

Base Information

Chemical Name:(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol
CAS No.:143137-27-3
Molecular Formula:C₂₈H₃₀N₂O₄
Molecular Weight:458.557
Hs Code.:

(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

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Chemical Property of (1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

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Technology Process of (1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

There total 3 articles about (1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol 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:

: 434-03-7
levonorgestrel

: 143137-27-3
(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₂NH, CuI / (PPh₃P)2PdCl₂ / tetrahydrofuran / Ambient temperature

2: 1) NaOMe / 1) MeOH, THF, 0 deg C, 10 min, 2) 16h, RT

3: NH₂OH*HCl, NaOAc, HOAc / H₂O / 0.25 h / Heating

With copper(l) iodide; hydroxylamine hydrochloride; sodium methylate; sodium acetate; acetic acid; diethylamine; (PPh₃P)2PdCl₂; In tetrahydrofuran; water;
DOI:10.1055/s-1992-26151

Reference yield:

: 143137-33-1
(8R,9S,10R,13S,14S,17S)-17-Hydroxy-2-[1-hydroxy-meth-(Z)-ylidene]-10,13-dimethyl-17-(4-nitro-phenylethynyl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

: 143137-27-3
(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; acetic acid; In water; for 0.25h; Yield given; Heating;
DOI:10.1055/s-1992-26151

Reference yield:

: 143137-19-3
(8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-17-(4-nitro-phenylethynyl)-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

: 143137-27-3
(1S,3aS,3bR,10aR,10bS,12aS)-10a,12a-Dimethyl-1-(4-nitro-phenylethynyl)-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta[a,h]phenanthren-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1) NaOMe / 1) MeOH, THF, 0 deg C, 10 min, 2) 16h, RT

2: NH₂OH*HCl, NaOAc, HOAc / H₂O / 0.25 h / Heating

With hydroxylamine hydrochloride; sodium methylate; sodium acetate; acetic acid; In water;
DOI:10.1055/s-1992-26151