(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]-phenanthrene-6b-carboxylic acid benzylamide

Base Information

Chemical Name:(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]-phenanthrene-6b-carboxylic acid benzylamide
CAS No.:1323943-19-6
Molecular Formula:C₃₆H₄₀F₂N₂O₃
Molecular Weight:586.722
Hs Code.:

(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]-phenanthrene-6b-carboxylic acid benzylamide

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Chemical Property of (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]-phenanthrene-6b-carboxylic acid benzylamide

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Technology Process of (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]-phenanthrene-6b-carboxylic acid benzylamide

There total 6 articles about (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]-phenanthrene-6b-carboxylic acid benzylamide 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: 30.0%

: 1323943-19-6
(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]-phenanthrene-6b-carboxylic acid benzylamide

Guidance literature:

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

: 1323943-19-6
(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]-phenanthrene-6b-carboxylic acid benzylamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide / water; 1,4-dioxane / 24 h / 20 °C

2: 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 55 °C / Inert atmosphere

3: N,N-dimethyl-formamide; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b01873

Reference yield:

: difluprednate

: 1323943-19-6
(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]-phenanthrene-6b-carboxylic acid benzylamide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere

2: trifluoroacetic acid / 1,4-dioxane / 1 h / 110 °C / Inert atmosphere

3: sodium hydroxide / water; 1,4-dioxane / 24 h / 20 °C

4: 4-methyl-morpholine / N,N-dimethyl-formamide / 1 h / 55 °C / Inert atmosphere

5: N,N-dimethyl-formamide; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; potassium acetate; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b01873