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

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Chemical Name:(2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-amino-6-hydroxy-3-phenylhexan-1-one
CAS No.:408535-06-8
Molecular Formula:C₂₂H₂₆N₂O₄
Molecular Weight:382.459
Hs Code.:

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

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Chemical Property of (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-amino-6-hydroxy-3-phenylhexan-1-one

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Technology Process of (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-amino-6-hydroxy-3-phenylhexan-1-one

There total 7 articles about (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-amino-6-hydroxy-3-phenylhexan-1-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: 60.0%

: 408535-07-9
(S)-3-((2S,3R)-2-Amino-6-benzyloxy-3-phenyl-hexanoyl)-4-benzyl-oxazolidin-2-one

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

Guidance literature:: With hydrogen; acetic acid; 10percent Pd/C; In ethanol; for 5h; under 1551.49 Torr;
DOI:10.1021/jo010124+

Reference yield: 39.0%

: 408535-05-7
(2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-3-phenyl-6-(phenylmethoxy)hexan-1-one

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

: 408535-07-9
(S)-3-((2S,3R)-2-Amino-6-benzyloxy-3-phenyl-hexanoyl)-4-benzyl-oxazolidin-2-one

Guidance literature:: With hydrogen; 10percent Pd/C; In ethanol; for 10h; under 1551.49 Torr;
DOI:10.1021/jo010124+

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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