(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

Base Information

Chemical Name:(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one
CAS No.:1323942-00-2
Molecular Formula:C₃₇H₄₁F₂NO₅S
Molecular Weight:649.799
Hs Code.:

(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

Synonyms:(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

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Chemical Property of (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

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Technology Process of (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

There total 7 articles about (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one 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: 27.0%

: 1323941-96-3
acetic acid 2-[(4aS,4bR,5S,6aS,6bS,9aR,10aS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-8-(4-(4-hydroxy-phenylsulfanylmethyl)-benzyl)-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12- tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-yl]-2-oxo-ethyl ester

: 1323942-00-2
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01873

Reference yield: 17.08%

: 1323941-96-3
acetic acid 2-[(4aS,4bR,5S,6aS,6bS,9aR,10aS,12S)-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-8-(4-(4-hydroxy-phenylsulfanylmethyl)-benzyl)-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12- tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-yl]-2-oxo-ethyl ester

: 1323942-00-2
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

: 1323942-01-3
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfinylmethyl)-benzyl]-4a,6a-dimethyl-4b,5,6,6a,6b,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-2-one

Guidance literature:: With methanol; potassium carbonate; at 0 ℃; for 1h; Inert atmosphere;

Reference yield:

: 1323941-15-6
acetic acid 2-((4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthren-6b-yl)-2-oxo-ethyl ester

: 1323942-00-2
(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-4b,12-difluoro-5-hydroxy-6b-(2-hydroxy-acetyl)-8-[4-(4-hydroxy-phenylsulfanylmethyl)-benzyl]-4a,6a-dimethyl4b,5,6,6a,6b,7,8,9,9a,10, 10a,10b, 11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / acetonitrile / 2 h / 50 °C

2.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

2.2: 1 h / 40 °C

3.1: triethylamine; formic acid / acetonitrile / 0.25 h / 140 °C / Microwave irradiation

4.1: potassium carbonate / methanol / 1 h / 0 °C / Inert atmosphere

With hydrogenchloride; formic acid; sodium hydrogencarbonate; potassium carbonate; triethylamine; In 1,4-dioxane; methanol; acetonitrile; 3.1: |Eschweiler-Clark Amine Methylation;
DOI:10.1021/acs.jmedchem.7b01873