(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

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Chemical Name:(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one
CAS No.:222556-25-4
Molecular Formula:C₂₆H₂₄N₄O₄
Molecular Weight:456.501
Hs Code.:

Synonyms:(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

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Chemical Property of (S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

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Technology Process of (S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

There total 4 articles about (S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-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: 59.0%

: 222556-16-3
(4S)-4-benzyl-3-[3-{3-(benzyloxy)phenyl}propanoyl]oxazolidin-2-one

: 222556-25-4
(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: (4S)-4-benzyl-3-[3-{3-(benzyloxy)phenyl}propanoyl]oxazolidin-2-one; With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In acetic acid; at 20 ℃;
DOI:10.1016/S0040-4039(99)00212-9

Reference yield:

: 14755-02-3,588-30-7
3-hydroxy-trans-cinnamic acid

: 222556-25-4
(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / H₂ / Pd/C / ethyl acetate / 20 °C

2.1: 71 percent / K₂CO₃; NaOH / 60 °C

3.1: 82 percent / PivCl; Et₃N / tetrahydrofuran / -78 °C

4.1: KHMDS; trisyl azide / tetrahydrofuran / -78 °C

4.2: 59 percent / trisyl azide / acetic acid / 20 °C

With sodium hydroxide; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; pivaloyl chloride; potassium hexamethylsilazane; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1.1: Hydrogenation / 2.1: Etherification / 3.1: Condensation / 4.1: Substitution / 4.2: Hydrolysis;
DOI:10.1016/S0040-4039(99)00212-9

Reference yield:

: 621-54-5
3-(3-hydroxyphenyl)-propanoic acid

: 222556-25-4
(S)-3-[(S)-2-Azido-3-(3-benzyloxy-phenyl)-propionyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 71 percent / K₂CO₃; NaOH / 60 °C

2.1: 82 percent / PivCl; Et₃N / tetrahydrofuran / -78 °C

3.1: KHMDS; trisyl azide / tetrahydrofuran / -78 °C

3.2: 59 percent / trisyl azide / acetic acid / 20 °C

With sodium hydroxide; 2,4,6-Triisopropylbenzenesulfonyl azide; pivaloyl chloride; potassium hexamethylsilazane; potassium carbonate; triethylamine; In tetrahydrofuran; 1.1: Etherification / 2.1: Condensation / 3.1: Substitution / 3.2: Hydrolysis;
DOI:10.1016/S0040-4039(99)00212-9