(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

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Chemical Name:(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione
CAS No.:245736-42-9
Molecular Formula:C₂₀H₂₃NO₄
Molecular Weight:341.407
Hs Code.:

Synonyms:(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

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Chemical Property of (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

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Technology Process of (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

There total 9 articles about (S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione 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: 95.0%

: 245736-40-7
(S)-4-Benzyl-3-[(2S,4R)-2-((R)-1-hydroxy-propyl)-4-methyl-hex-5-ynoyl]-oxazolidin-2-one

: 245736-42-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

Guidance literature:: With pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at -15 ℃;
DOI:10.1021/ja990789h

Reference yield:

: 136546-79-7
<4S,3(2R)>-4-benzyl-3-<4-(tert-butoxycarbonyl)-2-methylbutanoyl>-2-oxazolidinone

: 245736-42-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

Guidance literature:: Multi-step reaction with 9 steps

1: LiBH₄ / methanol; tetrahydrofuran / 0 °C

2: (COCl)2, DMSO, Et₃N / -78 - 0 °C

3: Ph₃P / CH₂Cl₂ / 0 °C

4: 99 percent / TFA / CH₂Cl₂

5: 83 percent / n-BuLi / tetrahydrofuran / -78 °C

6: (COCl)2 / benzene

7: n-BuLi / tetrahydrofuran / 0 °C

8: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, -78 deg C

9: 95 percent / SO₃*pyr, i-Pr₂NEt / dimethylsulfoxide; CH₂Cl₂ / -15 °C

With lithium borohydride; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja990789h

Reference yield:

: (R)-4-Methyl-hex-5-ynoyl chloride

: 245736-42-9
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-((R)-2-methyl-but-3-ynyl)-pentane-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / 0 °C

2: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, -78 deg C

3: 95 percent / SO₃*pyr, i-Pr₂NEt / dimethylsulfoxide; CH₂Cl₂ / -15 °C

With n-butyllithium; pyridine-SO₃ complex; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja990789h