(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

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Chemical Name:(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile
CAS No.:911237-09-7
Molecular Formula:C₃₅H₅₆N₂O₇Si
Molecular Weight:644.924
Hs Code.:

(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

Synonyms:(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

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Chemical Property of (S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

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Technology Process of (S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

There total 9 articles about (S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile 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:

: 911236-79-8
(R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetyl}-oxazolidin-2-one

: 590-17-0
cyanomethyl bromide

: 911237-09-7
(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

Guidance literature:: (R)-4-Isopropyl-3-{2-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-acetyl}-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

cyanomethyl bromide; In tetrahydrofuran; toluene; at -78 ℃; for 1h;
DOI:10.1021/ol0615782

Reference yield:

: 947619-70-7
(S)-2-(4-methoxybenzyloxy)pent-4-enal

: 911237-09-7
(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: TiCl₄; (-)-sparteine; N-methylpyrrolidinone / CH₂Cl₂ / 0 °C

1.2: CH₂Cl₂ / -78 - -30 °C

2.1: 10.3 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 97 percent / imidazole / CH₂Cl₂ / 15 h / 20 °C

4.1: NaH / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

4.2: 92 percent / tetrahydrofuran; dimethylformamide / 15 h / 20 °C

5.1: Et₃N / tetrahydrofuran / -78 - 0 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 17.0 g / tetrahydrofuran; hexane / -78 - 0 °C

7.1: NaN(SiMe₃)2 / toluene; tetrahydrofuran / 1 h / -78 °C

7.2: toluene; tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; sodium tetrahydroborate; n-butyllithium; sodium hexamethyldisilazane; titanium tetrachloride; sodium hydride; triethylamine; (-)-sparteine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol0615782

Reference yield:

: 911237-04-2
(2S)-2-(4-methoxybenzyloxy)-4-pentenol

: 911237-09-7
(S)-4-((R)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-3-[(1R,2S)-2-(4-methoxy-benzyloxy)-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-4-oxo-butyronitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 - -65 °C

2.1: TiCl₄; (-)-sparteine; N-methylpyrrolidinone / CH₂Cl₂ / 0 °C

2.2: CH₂Cl₂ / -78 - -30 °C

3.1: 10.3 g / NaBH₄ / tetrahydrofuran; H₂O / 1 h / 20 °C

4.1: 97 percent / imidazole / CH₂Cl₂ / 15 h / 20 °C

5.1: NaH / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

5.2: 92 percent / tetrahydrofuran; dimethylformamide / 15 h / 20 °C

6.1: Et₃N / tetrahydrofuran / -78 - 0 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 17.0 g / tetrahydrofuran; hexane / -78 - 0 °C

8.1: NaN(SiMe₃)2 / toluene; tetrahydrofuran / 1 h / -78 °C

8.2: toluene; tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; sodium hexamethyldisilazane; titanium tetrachloride; sodium hydride; dimethyl sulfoxide; triethylamine; (-)-sparteine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: Swern oxidation;
DOI:10.1021/ol0615782