(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

Base Information

Chemical Name:(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one
CAS No.:1421319-64-3
Molecular Formula:C₂₀H₂₇FO₄
Molecular Weight:350.43
Hs Code.:

Synonyms:(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

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Chemical Property of (S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

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Technology Process of (S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

There total 9 articles about (S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-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: 95.0%

: 1421319-65-4
(7S,8S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-ol

: 1421319-64-3
(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

Guidance literature:: (7S,8S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere;

With triethylamine; In dichloromethane; at -10 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol303351y

Reference yield:

: 1374219-14-3
7-iodo-1,4-dioxaspiro[4.5]dec-6-en-8-one

: 1421319-64-3
(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; sodium carbonate / water; 1,2-dimethoxyethane / 24 h / 80 °C / Inert atmosphere

2.1: hydrogen; 5%-palladium/activated carbon / ethanol / 12 h / 30 °C / Inert atmosphere

3.1: hydrogen; RuCl₂-(S)-SDP/(R,R)-DPEN; potassium tert-butylate / isopropyl alcohol / 12 h / 20 °C / 38002.6 Torr / Inert atmosphere; Glovebox

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

4.2: 2 h / -10 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; 5%-palladium/activated carbon; RuCl₂-(S)-SDP/(R,R)-DPEN; potassium tert-butylate; hydrogen; sodium carbonate; dimethyl sulfoxide; lithium chloride; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; isopropyl alcohol; 1.1: |Suzuki Coupling;
DOI:10.1021/ol303351y

Reference yield:

: 29578-39-0
1-bromo-3-fluoro-5-methoxybenzene

: 1421319-64-3
(S)-7-(2-fluoro-6-methoxy-4-pentylphenyl)-1,4-dioxaspiro[4.5]decan-8-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 6 h / 90 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; sodium carbonate / water; 1,2-dimethoxyethane / 24 h / 80 °C / Inert atmosphere

4.1: hydrogen; 5%-palladium/activated carbon / ethanol / 12 h / 30 °C / Inert atmosphere

5.1: hydrogen; RuCl₂-(S)-SDP/(R,R)-DPEN; potassium tert-butylate / isopropyl alcohol / 12 h / 20 °C / 38002.6 Torr / Inert atmosphere; Glovebox

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

6.2: 2 h / -10 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; 5%-palladium/activated carbon; RuCl₂-(S)-SDP/(R,R)-DPEN; potassium tert-butylate; hydrogen; tert.-butyl lithium; sodium carbonate; potassium carbonate; dimethyl sulfoxide; lithium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; isopropyl alcohol; toluene; pentane; 3.1: |Suzuki Coupling;
DOI:10.1021/ol303351y