(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Base Information

Chemical Name:(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one
CAS No.:312328-67-9
Molecular Formula:C₃₂H₂₈N₄O₅
Molecular Weight:548.598
Hs Code.:

Synonyms:(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

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Chemical Property of (S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

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Technology Process of (S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

There total 9 articles about (S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-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: 81.0%

: 135387-91-6
(S)-4-Benzyl-3-[2-(3,5-bis-benzyloxy-phenyl)-acetyl]-oxazolidin-2-one

: 312328-67-9
(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: With 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;
DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X

Reference yield:

: 99-10-5
3,5-Dihydroxybenzoic acid

: 312328-67-9
(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: K₂CO₃ / dimethylformamide / 20 °C

2.1: aq. KOH / ethanol / 20 °C

3.1: SOCl₂

4.1: Et₃N / tetrahydrofuran / 0 °C

5.1: silver benzoate; Et₃N / methanol

5.2: aq. KOH / methanol

6.1: Et₃N / tetrahydrofuran

7.1: BuLi

8.1: 81 percent / 2,4,6-triisopropylbenzenesulfonyl azide; 1,1,1,3,3,3-hexamethyldisilazane K salt / tetrahydrofuran / -78 °C

With potassium hydroxide; n-butyllithium; thionyl chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; silver benzoate; potassium hexamethylsilazane; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Hydrolysis / 3.1: Substitution / 4.1: Condensation / 5.1: Elimination / 5.2: Hydrolysis / 6.1: Condensation / 7.1: Condensation / 8.1: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X

Reference yield:

: 28917-43-3
3,5-dibenzyloxybenzoic acid

: 312328-67-9
(S)-3-[(S)-2-Azido-2-(3,5-bis-benzyloxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: SOCl₂

2.1: Et₃N / tetrahydrofuran / 0 °C

3.1: silver benzoate; Et₃N / methanol

3.2: aq. KOH / methanol

4.1: Et₃N / tetrahydrofuran

5.1: BuLi

6.1: 81 percent / 2,4,6-triisopropylbenzenesulfonyl azide; 1,1,1,3,3,3-hexamethyldisilazane K salt / tetrahydrofuran / -78 °C

With n-butyllithium; thionyl chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; silver benzoate; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; methanol; 1.1: Substitution / 2.1: Condensation / 3.1: Elimination / 3.2: Hydrolysis / 4.1: Condensation / 5.1: Condensation / 6.1: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X