(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

Base Information

Chemical Name:(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone
CAS No.:244769-33-3
Molecular Formula:C₂₃H₂₆N₄O₅
Molecular Weight:438.483
Hs Code.:

Synonyms:(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

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Chemical Property of (4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

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Technology Process of (4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

There total 3 articles about (4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone 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: 83.0%

: 244769-32-2
(4S)-3-[3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

: 244769-33-3
(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: (4S)-3-[3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; toluene; at -78 ℃; for 0.0333333h;
DOI:10.1021/jo990432w

Reference yield:

: 3-(3-isopropoxy-4-methoxy-phenyl)-propionic acid

: 244769-33-3
(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 1 h / -78 °C

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

2.2: 84 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: 83 percent / trisyl azide / tetrahydrofuran; toluene / 0.03 h / -78 °C

With n-butyllithium; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; hexane; toluene; 1.1: Acylation / 2.1: Metallation / 2.2: Substitution / 3.1: Metallation / 3.2: Substitution;
DOI:10.1021/jo990432w

Reference yield:

: C₁₈H₂₆O₅

: 244769-33-3
(4S,2S)-3-[2-azido-3-[3-isopropyloxy-4-methoxyphenyl]-1-oxopropionyl]-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 84 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: 83 percent / trisyl azide / tetrahydrofuran; toluene / 0.03 h / -78 °C

With n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Metallation / 2.2: Substitution;
DOI:10.1021/jo990432w