tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1344715-87-2
Molecular Formula:C₃₂H₄₈N₂O₉
Molecular Weight:604.741
Hs Code.:

tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

Synonyms:tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 7 articles about tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate 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: 67.0%

: 1344715-86-1
ethyl (4S,5R,6S)-7-((S)-4-benzyl-2-oxooxazolidin-3-yl)-4-((tert-butoxycarbonyl)amino)-5-hydroxy-7-oxo-6-(pentan-3-yloxy)heptanoate

: 77-76-9
2,2-dimethoxy-propane

: 1344715-87-2
tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/c1ob06248d

Reference yield:

: 584-02-1
2-pentanol

: 1344715-87-2
tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride; potassium iodide / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 24 h / Inert atmosphere; Reflux

2.1: pivaloyl chloride; triethylamine / diethyl ether / 1.08 h / -78 - 0 °C / Inert atmosphere

2.2: 0.5 h / -78 - 0 °C / Inert atmosphere

3.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane / 2 h / -78 - 0 °C

3.2: 4.25 h / -78 - -30 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; pivaloyl chloride; sodium hydride; toluene-4-sulfonic acid; triethylamine; potassium iodide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1039/c1ob06248d

Reference yield:

: 1029289-25-5
ethyl (S)-4-(tert-butoxycarbonylamino)-5-oxopentanoate

: 1344715-87-2
tert-butyl (4S,5R)-5-((S)-2-((S)-4-benzyl-2-oxooxazolidin-3-yl)-2-oxo-1-(pentan-3-yloxy)ethyl)-4-(3-ethoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: di-n-butylboryl trifluoromethanesulfonate; triethylamine / dichloromethane / 2 h / -78 - 0 °C

1.2: 4.25 h / -78 - -30 °C

2.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

With di-n-butylboryl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; In dichloromethane;
DOI:10.1039/c1ob06248d