(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one
CAS No.:192070-79-4
Molecular Formula:C₂₃H₂₀N₄O₃
Molecular Weight:400.437
Hs Code.:

Synonyms:(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

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Chemical Property of (R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

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Technology Process of (R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

There total 6 articles about (R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-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: 80.0%

: 192070-78-3
(R)-3-((2R,3S)-2-Bromo-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

: 192070-79-4
(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

Guidance literature:: With TMGA; In acetonitrile; for 5h; Ambient temperature;
DOI:10.1016/S0040-4039(97)00770-3

Reference yield:

: 49711-14-0
(E)-3-(naphthalen-2-yl)acrylic acid

: 192070-79-4
(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride, DMF / tetrahydrofuran / 16 h / Ambient temperature

2: 78 percent / n-BuLi / 3 h / -60 deg C to RT

3: 76 percent / CuBr - Me₂S / tetrahydrofuran / -60 - 0 °C

4: 95 percent / (n-Bu)2BOTf, DIEA, NBS / -77 °C

5: 80 percent / TMGA / acetonitrile / 5 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(97)00770-3

Reference yield:

: 120301-63-5
(E)-3-(naphthalen-2-yl)acryloyl chloride

: 192070-79-4
(R)-3-((2S,3S)-2-Azido-3-naphthalen-2-yl-butyryl)-4-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / n-BuLi / 3 h / -60 deg C to RT

2: 76 percent / CuBr - Me₂S / tetrahydrofuran / -60 - 0 °C

3: 95 percent / (n-Bu)2BOTf, DIEA, NBS / -77 °C

4: 80 percent / TMGA / acetonitrile / 5 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; copper(I) bromide dimethylsulfide complex; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(97)00770-3