(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

Base Information

Chemical Name:(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline
CAS No.:875014-38-3
Molecular Formula:C₂₈H₃₂N₂O₂
Molecular Weight:428.574
Hs Code.:

Synonyms:(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

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Chemical Property of (16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

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Technology Process of (16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

There total 6 articles about (16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline 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: 58.0%

: 875014-37-2
(16R,5'S)(8β,9α,14α)-3-oxo-5α-androstano[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

: 875014-38-3
(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

Guidance literature:: With hydrogenchloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2005.08.024

Reference yield:

: 303128-58-7
(16E)-16-benzyliden-3β-hydroxyl-5α-androstan-17-one

: 875014-38-3
(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

Guidance literature:: Multi-step reaction with 4 steps

1: hydrazine hydrate / ethanol / 5 h / Heating

2: 55 percent / dimethylsulfoxide; trifluoroacetic acid; dicyclohexylcarbodiimide / pyridine / benzene / 20 °C

3: 68 percent / 20 °C

4: 58 percent / DDQ; hydrogen chloride / dioxane / 0.5 h / 20 °C

With hydrogenchloride; hydrazine hydrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridine; In 1,4-dioxane; ethanol; benzene; 2: Moffat oxidation;
DOI:10.1016/j.bmc.2005.08.024

Reference yield:

: 875014-32-7
(8β,9α,14α)-3β-(trifluoroacetoxy)-16(E)-(phenylmethylene)-5α-androstan-17-one

: 875014-38-3
(16R,5'S)(8β,9α,14α)-3-oxo-androsta-1,4-diene[17,16-c]-1'H-5'-phenyl-N-acetylpyrazoline

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / hydrazine hydrate / 7 h / Heating

2: potassium hydroxide / Heating

3: 55 percent / dimethylsulfoxide; trifluoroacetic acid; dicyclohexylcarbodiimide / pyridine / benzene / 20 °C

4: 68 percent / 20 °C

5: 58 percent / DDQ; hydrogen chloride / dioxane / 0.5 h / 20 °C

With hydrogenchloride; potassium hydroxide; hydrazine hydrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; pyridine; In 1,4-dioxane; benzene; 3: Moffat oxidation;
DOI:10.1016/j.bmc.2005.08.024