(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

Base Information

Chemical Name:(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester
CAS No.:119900-42-4
Molecular Formula:C₂₅H₂₇FNO₅P
Molecular Weight:471.465
Hs Code.:

Synonyms:(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

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Chemical Property of (S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

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Technology Process of (S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

There total 10 articles about (S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester 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:

: 119900-65-1
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-{[1-(4-fluoro-phenyl)-3-isopropyl-1H-indol-2-ylethynyl]-methoxy-phosphinoyl}-butyric acid methyl ester

: 119900-42-4
(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1021/jm00173a007

Reference yield:

: 88759-56-2
(S)-bromo-3-hydroxybutyric acid methyl ester

: 119900-42-4
(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: DMAP, imidazole / dimethylformamide

2: NaI / butan-2-one / Heating

3: 75 percent / 16 h / 150 - 160 °C

4: trimethylbromosilane (TMSBr) / CH₂Cl₂

5: pyridine / 20 h

6: CH₂Cl₂

7: oxalyl chloride, DMF / CH₂Cl₂

8: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C

9: n-Bu₄NF, AcOH / tetrahydrofuran

With pyridine; 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; trimethylsilyl bromide; tetrabutyl ammonium fluoride; acetic acid; N,N-dimethyl-formamide; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1021/jm00173a007

Reference yield:

: 119673-72-2
(S)-4-iodo-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butanoic acid methyl ester

: 119900-42-4
(S)-4-[[2-[1-(4-Fluorophenyl)-3-(1-methylethyl)-1H-indol-2-yl]ethynyl]methoxyphosphinyl]-3-hydroxybutanoic acid, methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / 16 h / 150 - 160 °C

2: trimethylbromosilane (TMSBr) / CH₂Cl₂

3: pyridine / 20 h

4: CH₂Cl₂

5: oxalyl chloride, DMF / CH₂Cl₂

6: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C

7: n-Bu₄NF, AcOH / tetrahydrofuran

With pyridine; n-butyllithium; oxalyl dichloride; trimethylsilyl bromide; tetrabutyl ammonium fluoride; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00173a007