(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

Base Information

Chemical Name:(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester
CAS No.:119901-82-5
Molecular Formula:C₂₅H₃₁FNO₅P
Molecular Weight:475.497
Hs Code.:

Synonyms:(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

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Chemical Property of (S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

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Technology Process of (S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

There total 10 articles about (S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric 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:

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

: 119901-82-5
(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 10 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: H₂ / Pd/C / methanol

10: n-Bu₄NF, AcOH / tetrahydrofuran

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

Reference yield:

: 119673-71-1
Methyl 3S-((t-butyl)diphenylsilyloxy)-4-bromo butanoate

: 119901-82-5
(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaI / butan-2-one / Heating

2: 75 percent / 16 h / 150 - 160 °C

3: trimethylbromosilane (TMSBr) / CH₂Cl₂

4: pyridine / 20 h

5: CH₂Cl₂

6: oxalyl chloride, DMF / CH₂Cl₂

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

8: H₂ / Pd/C / methanol

9: n-Bu₄NF, AcOH / tetrahydrofuran

With pyridine; n-butyllithium; oxalyl dichloride; trimethylsilyl bromide; tetrabutyl ammonium fluoride; hydrogen; acetic acid; N,N-dimethyl-formamide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; butanone;
DOI:10.1021/jm00173a007

Reference yield:

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

: 119901-82-5
(S)-4-({2-[3-(4-Fluoro-phenyl)-1-isopropyl-1H-indol-2-yl]-ethyl}-methoxy-phosphinoyl)-3-hydroxy-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 8 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: H₂ / Pd/C / methanol

8: n-Bu₄NF, AcOH / tetrahydrofuran

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