(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one
CAS No.:909391-24-8
Molecular Formula:C₃₀H₃₃NO₅
Molecular Weight:487.596
Hs Code.:

Synonyms:(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

There total 7 articles about (S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-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: 78.0%

: 909391-23-7
(S)-4-Benzyl-3-[(S)-5-(3-benzyloxy-phenyl)-5-methoxy-pentanoyl]-oxazolidin-2-one

: 74-88-4
methyl iodide

: 909391-24-8
(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Guidance literature:: (S)-4-Benzyl-3-[(S)-5-(3-benzyloxy-phenyl)-5-methoxy-pentanoyl]-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.05.187

Reference yield:

: 909391-20-4
1-Benzyloxy-3-((S)-3-iodo-1-methoxy-propyl)-benzene

: 909391-24-8
(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / LDA / tetrahydrofuran; various solvent(s) / 2 h / -78 °C

2.1: 91 percent / TMSOTf; 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

3.1: t-BuOCOCl; Et₃N / tetrahydrofuran / 2 h / 0 °C

3.2: 93 percent / BuLi / tetrahydrofuran / 0.5 h / -78 °C

4.1: NaHMDS / tetrahydrofuran / 2 h / -78 °C

4.2: 78 percent / tetrahydrofuran / 3 h / -78 °C

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; sodium hexamethyldisilazane; tert-butyl chloroformate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.05.187

Reference yield:

: 909119-55-7
(S)-3-(3-Benzyloxy-phenyl)-3-methoxy-propan-1-ol

: 909391-24-8
(S)-4-Benzyl-3-[(2S,5S)-5-(3-benzyloxy-phenyl)-5-methoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / I₂; Ph₃P; imidazole / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 100 percent / LDA / tetrahydrofuran; various solvent(s) / 2 h / -78 °C

3.1: 91 percent / TMSOTf; 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

4.1: t-BuOCOCl; Et₃N / tetrahydrofuran / 2 h / 0 °C

4.2: 93 percent / BuLi / tetrahydrofuran / 0.5 h / -78 °C

5.1: NaHMDS / tetrahydrofuran / 2 h / -78 °C

5.2: 78 percent / tetrahydrofuran / 3 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; iodine; sodium hexamethyldisilazane; tert-butyl chloroformate; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.05.187