cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

Base Information

Chemical Name:cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate
CAS No.:1257087-33-4
Molecular Formula:C₄₂H₄₀FNO₈
Molecular Weight:705.78
Hs Code.:

Synonyms:cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

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Chemical Property of cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

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Technology Process of cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

There total 2 articles about cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate 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: 51.0%

: 1257087-16-3
3-(benzyloxy)-4-phenoxybenzoic acid

: 80473-90-1
9α-fluoro-11β,17α-dihydroxy-3-oxoandrosta-1,4-diene-17β-carboxylic acid

: 590-17-0
cyanomethyl bromide

: 1257087-33-4
cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

Guidance literature:: 3-(benzyloxy)-4-phenoxybenzoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Cooling with ice;

9α-fluoro-11β,17α-dihydroxy-3-oxoandrosta-1,4-diene-17β-carboxylic acid; In N,N-dimethyl-formamide; at 20 ℃;

cyanomethyl bromide; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Cooling with ice; Inert atmosphere;

Reference yield:

: 129623-63-8
3-hydroxy-4-phenoxy-benzoic acid

: 1257087-33-4
cyanomethyl (11β,17α)-17-{[3-(benzyloxy)-4-phenoxybenzoyl]oxy}-9-fluoro-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 124 h / 20 °C

2.1: sodium hydroxide / ethanol; water / 4 h / 20 °C / Reflux

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

3.2: 20 °C

3.3: 18 h / 20 °C / Cooling with ice; Inert atmosphere

With N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide;