(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

Base Information

Chemical Name:(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone
CAS No.:128677-91-8
Molecular Formula:C₂₀H₂₀N₄O₃
Molecular Weight:364.404
Hs Code.:

Synonyms:(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

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Technology Process of (4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

There total 11 articles about (4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-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:

: 128677-85-0
C₁₅H₂₀O₃

: 128677-91-8
(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2a.) THF, 0 deg C, 1 h, 2b.) up to 23 deg C in 16 h

2: 1.) n-Bu₂BOTf, diisopropylethylamine, 2.) NBS / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 2 h

3: tetramethylguanidinium azide / CH₂Cl₂ / 16 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; In dichloromethane;
DOI:10.1016/S0040-4020(01)81570-2

Reference yield:

: 4593-90-2,772-15-6
(S)-2-phenylbutanoic acid

: 128677-91-8
(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / tetrahydrofuran / a.) -78 deg C, 10 min, b.) 0 deg C, 1 h

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2a.) THF, 0 deg C, 1 h, 2b.) up to 23 deg C in 16 h

3: 1.) n-Bu₂BOTf, diisopropylethylamine, 2.) NBS / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 2 h

4: tetramethylguanidinium azide / CH₂Cl₂ / 16 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81570-2

Reference yield:

: 143251-56-3
(S)-4-Benzyl-3-((2R,3R)-2-bromo-3-phenyl-butyryl)-oxazolidin-2-one

: 128677-91-8
(4S)-3-(2'R,3'R)-2'-azido-3'-(phenylbutanoyl)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: With tetramethylguanidinum azide; In dichloromethane; for 16h; Yield given; Ambient temperature;
DOI:10.1016/S0040-4020(01)81570-2