[(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester

Base Information

• Chemical Name: [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester
• CAS No.: 312328-68-0
• Molecular Formula: C₃₆H₃₄N₂O₇
• Molecular Weight: 606.675

Synonyms:[(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester

Chemical Property of [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester

There total 11 articles about [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester 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:

3,5-Dihydroxybenzoic acid (99-10-5) → [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester (312328-68-0)

Guidance literature:

Multi-step reaction with 10 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

9.1: SnCl₂ / dioxane; H₂O

10.1: aq. NaHCO₃ / dioxane

With potassium hydroxide; n-butyllithium; thionyl chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; silver benzoate; potassium hexamethylsilazane; sodium hydrogencarbonate; potassium carbonate; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 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 / 9.1: Reduction / 10.1: Condensation;

DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X

Reference yield:

3,5-dibenzyloxybenzoic acid (28917-43-3) → [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester (312328-68-0)

Guidance literature:

Multi-step reaction with 8 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

7.1: SnCl₂ / dioxane; H₂O

8.1: aq. NaHCO₃ / dioxane

With n-butyllithium; thionyl chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; silver benzoate; potassium hexamethylsilazane; sodium hydrogencarbonate; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1.1: Substitution / 2.1: Condensation / 3.1: Elimination / 3.2: Hydrolysis / 4.1: Condensation / 5.1: Condensation / 6.1: Substitution / 7.1: Reduction / 8.1: Condensation;

DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X

Reference yield:

3,5-dibenzyloxyphenylacetic acid (2732-96-9) → [(S)-2-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bis-benzyloxy-phenyl)-2-oxo-ethyl]-carbamic acid allyl ester (312328-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran

2: BuLi

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

4: SnCl₂ / dioxane; H₂O

5: aq. NaHCO₃ / dioxane

With n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; sodium hydrogencarbonate; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; water; 1: Condensation / 2: Condensation / 3: Substitution / 4: Reduction / 5: Condensation;

DOI:10.1002/1522-2675(20000906)83:9<2572::AID-HLCA2572>3.0.CO;2-X

upstream raw materials:

Allyl chloroformate

3,5-Dihydroxybenzoic acid

3,5-dibenzyloxybenzoic acid

3,5-dibenzyloxyphenylacetic acid

Downstream raw materials:

(S)-Allyloxycarbonylamino-(3,5-dihydroxy-phenyl)-acetic acid

(S)-Alloc-Dhpg(OBn)2-OH

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