(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one
CAS No.:1589473-78-8
Molecular Formula:C₁₈H₁₄F₂N₄O₃
Molecular Weight:372.331
Hs Code.:

Synonyms:(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

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Chemical Property of (S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

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Technology Process of (S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

There total 4 articles about (S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one 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: 30.0%

: 1589473-77-7
(R)-4-benzyl-3-((R)-2-bromo-2-(3,5-difluorophenyl)acetyl)oxazolidin-2-one

: 1589473-79-9
(R)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

: 1589473-78-8
(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

Guidance literature:: With sodium azide; In acetonitrile; at 0 - 20 ℃; for 7h;
DOI:10.1002/ardp.201300283

Reference yield:

: 1589473-76-6
(R)-4-benzyl-3-(2-(3,5-difluorophenyl)acetyl)oxazolidin-2-one

: 1589473-78-8
(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: sodium azide / acetonitrile / 7 h / 0 - 20 °C

With sodium azide; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1002/ardp.201300283

Reference yield:

: 105184-38-1
3,5-difluorophenyl acetic acid

: 1589473-78-8
(S)-3-((S)-2-azido-2-(3,5-difluorophenyl)acetyl)-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 1.25 h / -78 - 0 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: sodium azide / acetonitrile / 7 h / 0 - 20 °C

With sodium azide; di-n-butylboryl trifluoromethanesulfonate; pivaloyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ardp.201300283