(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

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Chemical Name:(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal
CAS No.:408535-14-8
Molecular Formula:C₂₂H₂₂N₄O₄
Molecular Weight:406.441
Hs Code.:

Synonyms:(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

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Chemical Property of (4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

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Technology Process of (4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

There total 6 articles about (4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal 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:

: 408535-12-6
(2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-6-hydroxy-3-phenylhexan-1-one

: 408535-14-8
(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo010124+

Reference yield:

: 128891-66-7
(4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one

: 408535-14-8
(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(I) bromide-dimethyl sulfide complex / tetrahydrofuran / 1.5 h / -78 °C

1.2: 98 percent / tetrahydrofuran / 2.5 h / -78 °C

2.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

2.2: 65 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 95 percent / imidazole / dimethylformamide / 5 h / 20 °C

4.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.67 h / -78 °C

4.2: 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran; toluene / 0.03 h / -78 °C

4.3: 92 percent / acetic acid; potassium acetate / tetrahydrofuran; toluene / 1.5 h / 30 - 35 °C

5.1: 95 percent / HF*pyridine / tetrahydrofuran / 3.5 h / 0 - 20 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; borane; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Swern oxidation;
DOI:10.1021/jo010124+

Reference yield:

: 142078-08-8
(4S)-3-((3S)-3-phenylhex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one

: 408535-14-8
(4R,5S)-5-Azido-6-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-6-oxo-4-phenyl-hexanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

1.2: 65 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

2.1: 95 percent / imidazole / dimethylformamide / 5 h / 20 °C

3.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0.67 h / -78 °C

3.2: 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran; toluene / 0.03 h / -78 °C

3.3: 92 percent / acetic acid; potassium acetate / tetrahydrofuran; toluene / 1.5 h / 30 - 35 °C

4.1: 95 percent / HF*pyridine / tetrahydrofuran / 3.5 h / 0 - 20 °C

5.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; borane; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Swern oxidation;
DOI:10.1021/jo010124+