1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

Base Information

Chemical Name:1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate
CAS No.:1236206-64-6
Molecular Formula:C₂₄H₃₃NO₅
Molecular Weight:415.53
Hs Code.:

Synonyms:1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

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Chemical Property of 1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

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Technology Process of 1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

There total 7 articles about 1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate 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: 92.0%

: 1258847-18-5
1-{5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-5-oxopentyl}cyclopropyl pivaloate

: 74-88-4
methyl iodide

: 1236206-64-6
1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

Guidance literature:: 1-{5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-5-oxopentyl}cyclopropyl pivaloate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1134/S1070428011110029

Reference yield:

: 1353777-80-6
1-[4-(1-hydroxycyclopropyl)butyl]cyclopropyl pivaloate

: 1236206-64-6
1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

Guidance literature:: Multi-step reaction with 4 steps

1.1: [bis(acetoxy)iodo]benzene / 0.5 h / Cooling

1.2: Reflux

2.1: thionyl chloride / tetrachloromethane / 3 h / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

3.2: 0.5 h / -78 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -78 °C

4.2: 3 h / -78 °C

With n-butyllithium; thionyl chloride; [bis(acetoxy)iodo]benzene; sodium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; hexane;
DOI:10.1134/S1070428011110029

Reference yield:

: 207298-22-4
1,4-bis(1-hydroxycyclopropyl)butane

: 1236206-64-6
1-{(4S)-5-[(4S)-4-benzyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxopentyl}cyclopropyl pivaloate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; dmap; pivaloyl chloride / 0 - 5 °C

2.1: [bis(acetoxy)iodo]benzene / 0.5 h / Cooling

2.2: Reflux

3.1: thionyl chloride / tetrachloromethane / 3 h / Reflux

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

4.2: 0.5 h / -78 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.67 h / -78 °C

5.2: 3 h / -78 °C

With pyridine; dmap; n-butyllithium; thionyl chloride; [bis(acetoxy)iodo]benzene; sodium hexamethyldisilazane; pivaloyl chloride; In tetrahydrofuran; tetrachloromethane; hexane;
DOI:10.1134/S1070428011110029