(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate
CAS No.:408535-08-0
Molecular Formula:C₂₉H₃₂N₂O₆S
Molecular Weight:536.649
Hs Code.:

Synonyms:(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

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Chemical Property of (4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

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Technology Process of (4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

There total 7 articles about (4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate 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: 48.0%

: 98-59-9
p-toluenesulfonyl chloride

: 408535-06-8
(2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-amino-6-hydroxy-3-phenylhexan-1-one

: 408535-08-0
(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; at 0 ℃;
DOI:10.1021/jo010124+

Reference yield:

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

: 408535-08-0
(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

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: 100 percent / Ag₂O / CH₂Cl₂ / 48 h

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

5.1: 25 percent / H₂ / 10percent Pd/C / ethanol / 10 h / 1551.49 Torr

6.1: 48 percent / pyridine / 0 °C

With pyridine; copper(I) bromide dimethylsulfide complex; borane; hydrogen; potassium hexamethylsilazane; silver(l) oxide; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo010124+

Reference yield:

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

: 408535-08-0
(4R,5S)-6-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-5-amino-6-oxo-4-phenylhexyl 4-methylbenzenesulfonate

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: 100 percent / Ag₂O / CH₂Cl₂ / 48 h

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

4.1: 25 percent / H₂ / 10percent Pd/C / ethanol / 10 h / 1551.49 Torr

5.1: 48 percent / pyridine / 0 °C

With pyridine; borane; hydrogen; potassium hexamethylsilazane; silver(l) oxide; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1021/jo010124+