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

Base Information

Chemical Name:(2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-3-phenyl-6-(phenylmethoxy)hexan-1-one
CAS No.:408535-05-7
Molecular Formula:C₂₉H₃₀N₄O₄
Molecular Weight:498.582
Hs Code.:

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

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Chemical Property of (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-3-phenyl-6-(phenylmethoxy)hexan-1-one

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Technology Process of (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-3-phenyl-6-(phenylmethoxy)hexan-1-one

There total 5 articles about (2S,3R)-1-[(4S)-2-oxo-4-benzyl-1,3-oxazolidin-3-yl]-2-azido-3-phenyl-6-(phenylmethoxy)hexan-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: 73.0%

: 408535-04-6
(4S)-3-[(3S)-3-phenyl-6-(phenylmethoxy)hexanoyl]-4-benzyl-1,3-oxazolidin-2-one

: 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

Guidance literature:: (4S)-3-[(3S)-3-phenyl-6-(phenylmethoxy)hexanoyl]-4-benzyl-1,3-oxazolidin-2-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.666667h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; toluene; at -78 ℃; for 0.0333333h;

With potassium acetate; acetic acid; In tetrahydrofuran; toluene; at 30 - 35 ℃; for 1.5h; Further stages.;
DOI:10.1021/jo010124+

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 100-39-0
benzyl bromide

: 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

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / Ag₂O / CH₂Cl₂ / 48 h

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

2.2: 2,4,6-triisopropylbenzenesulfonyl azide / tetrahydrofuran; toluene / 0.03 h / -78 °C

2.3: 73 percent / acetic acid; potassium acetate / tetrahydrofuran; toluene / 1.5 h / 30 - 35 °C

With potassium hexamethylsilazane; silver(l) oxide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo010124+