(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

Base Information

Chemical Name:(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate
CAS No.:1330660-79-1
Molecular Formula:C₂₄H₂₈N₂O₅
Molecular Weight:424.497
Hs Code.:

Synonyms:(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

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Chemical Property of (S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

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Technology Process of (S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

There total 3 articles about (S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate 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: 93.0%

: 1330660-56-4
(Z)-benzyl (6-((tert-butyldimethylsilyl)oxy)-6-(2-oxooxazolidin-3-yl)hex-5-en-1-yl)(methyl)carbamate

: 58109-40-3
diphenyliodonium hexafluorophosphate

: 1330660-79-1
(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

Guidance literature:: With [((CH₃)2C(C₃H₃NOC₆H₅)2)Cu(OSO₂CF₃)]; CuOTf*1/2PhMe; In dichloromethane; toluene; at 5 ℃; for 24h; optical yield given as %ee; enantioselective reaction;
DOI:10.1021/ja206050b

Reference yield:

: 947181-34-2
6-[[(benzyloxy)carbonyl](methyl)amino]caproic acid

: 1330660-79-1
(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 24 h / -10 °C

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

3.1: [((CH₃)2C(C₃H₃NOC₆H₅)2)Cu(OSO₂CF₃)]; CuOTf*1/2PhMe / dichloromethane; toluene / 24 h / 5 °C

With dmap; n-butyllithium; [((CH₃)2C(C₃H₃NOC₆H₅)2)Cu(OSO₂CF₃)]; CuOTf*1/2PhMe; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ja206050b

Reference yield:

: 1330660-86-0
C₁₈H₂₄N₂O₅

: 1330660-79-1
(S)-benzyl methyl(6-oxo-6-(2-oxooxazolidin-3-yl)-5-phenylhexyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 4 h / 20 °C / Inert atmosphere

2.1: [((CH₃)2C(C₃H₃NOC₆H₅)2)Cu(OSO₂CF₃)]; CuOTf*1/2PhMe / dichloromethane; toluene / 24 h / 5 °C

With n-butyllithium; [((CH₃)2C(C₃H₃NOC₆H₅)2)Cu(OSO₂CF₃)]; CuOTf*1/2PhMe; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ja206050b