(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one
CAS No.:565452-53-1
Molecular Formula:C₄₀H₅₅NO₄Si
Molecular Weight:641.966
Hs Code.:

Synonyms:(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

There total 13 articles about (S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-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: 89.0%

: 101711-90-4,123731-35-1,128677-61-2
(S)-4-benzyl-2-oxazolidinone lithium salt

: 565452-51-9
3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionic acid

: 565452-53-1
(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

Guidance literature:: 3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionic acid; With pivaloyl chloride; triethylamine; In tetrahydrofuran; at -78 - 0 ℃;

(S)-4-benzyl-2-oxazolidinone lithium salt; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;
DOI:10.1021/jm0301181

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 565452-53-1
(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 72 percent / imidazole / 1,2-dichloro-ethane / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 77 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.1: 100 percent / H₂ / Pd/C / ethyl acetate; ethanol / 24 h / 1810.02 Torr

4.1: 99 percent / pyridine / CH₂Cl₂ / 4 h

5.1: LiCl; Cl₂Pd(PPh₃)2 / dimethylformamide / 2 h / 60 °C

6.1: O₃ / CH₂Cl₂ / -78 °C

6.2: 86 percent / PPh₃ / CH₂Cl₂ / 0.83 h / -78 - 20 °C

7.1: 100 percent / tetrahydrofuran / Heating

8.1: 86 percent / H₂ / Pd/C / ethyl acetate; acetic acid / 20 h / 1706.59 Torr

9.1: Et₃N; pivaloyl chloride / tetrahydrofuran / -78 - 0 °C

9.2: 89 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With pyridine; 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; hydrogen; pivaloyl chloride; ozone; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetic acid; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 5.1: Stille coupling / 7.1: Wittig olefination;
DOI:10.1021/jm0301181

Reference yield:

: 7463-51-6
4-bromo-3,5-dimethylphenol

: 565452-53-1
(S)-4-benzyl-3-(3-{4-[3-isopropyl-4-(triisopropylsilyloxy)benzyl]-3,5-dimethylphenyl}propionyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 78 percent / K₂CO₃ / dimethylformamide / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

2.2: 80 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 77 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.1: 100 percent / H₂ / Pd/C / ethyl acetate; ethanol / 24 h / 1810.02 Torr

5.1: 99 percent / pyridine / CH₂Cl₂ / 4 h

6.1: LiCl; Cl₂Pd(PPh₃)2 / dimethylformamide / 2 h / 60 °C

7.1: O₃ / CH₂Cl₂ / -78 °C

7.2: 86 percent / PPh₃ / CH₂Cl₂ / 0.83 h / -78 - 20 °C

8.1: 100 percent / tetrahydrofuran / Heating

9.1: 86 percent / H₂ / Pd/C / ethyl acetate; acetic acid / 20 h / 1706.59 Torr

10.1: Et₃N; pivaloyl chloride / tetrahydrofuran / -78 - 0 °C

10.2: 89 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; hydrogen; pivaloyl chloride; potassium carbonate; ozone; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; 6.1: Stille coupling / 8.1: Wittig olefination;
DOI:10.1021/jm0301181