(R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Base Information

• Chemical Name: (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one
• CAS No.: 178744-37-1
• Molecular Formula: C₂₅H₃₀N₄O₆
• Molecular Weight: 482.536

Synonyms:(R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Chemical Property of (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

There total 8 articles about (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-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:

(3,5-Diisopropoxy-4-methoxy-phenyl)-methanol (918446-55-6) → (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one (178744-37-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / PBr₃ / toluene

2: 97 percent / dimethylsulfoxide

3: 94 percent / K₂CO₃, H₂O₂ / dimethylsulfoxide

4: 88 percent / KOH / ethane-1,2-diol

5: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

6: tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) from -78 deg C to RT, 30 min

7: 1.) KHMDS, 2.) trisisopropylbenzenesulfonylazide, 3.) NaI, KOAc

With potassium hydroxide; triisopropylbenzenesulfonyl azide; dihydrogen peroxide; potassium acetate; phosphorus tribromide; potassium hexamethylsilazane; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; hexane; ethylene glycol; dimethyl sulfoxide; toluene;

DOI:10.1016/S0957-4166(98)00312-7

Reference yield:

2-(3,5-Diisopropoxy-4-methoxy-phenyl)-acetamide → (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one (178744-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / KOH / ethane-1,2-diol

2: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

3: tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) from -78 deg C to RT, 30 min

4: 1.) KHMDS, 2.) trisisopropylbenzenesulfonylazide, 3.) NaI, KOAc

With potassium hydroxide; triisopropylbenzenesulfonyl azide; potassium acetate; potassium hexamethylsilazane; triethylamine; sodium iodide; In tetrahydrofuran; hexane; ethylene glycol;

DOI:10.1016/S0957-4166(98)00312-7

Reference yield:

5-Bromomethyl-1,3-diisopropoxy-2-methoxy-benzene (918446-56-7) → (R)-3-[(R)-2-Azido-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one (178744-37-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / dimethylsulfoxide

2: 94 percent / K₂CO₃, H₂O₂ / dimethylsulfoxide

3: 88 percent / KOH / ethane-1,2-diol

4: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

5: tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) from -78 deg C to RT, 30 min

6: 1.) KHMDS, 2.) trisisopropylbenzenesulfonylazide, 3.) NaI, KOAc

With potassium hydroxide; triisopropylbenzenesulfonyl azide; dihydrogen peroxide; potassium acetate; potassium hexamethylsilazane; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; hexane; ethylene glycol; dimethyl sulfoxide;

DOI:10.1016/S0957-4166(98)00312-7

upstream raw materials:

(R)-4-Benzyl-3-[2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetyl]-oxazolidin-2-one

(3,5-Diisopropoxy-4-methoxy-phenyl)-methanol

methyl 3,5-diisopropoxy-4-methoxybenzoate

5-Bromomethyl-1,3-diisopropoxy-2-methoxy-benzene

Downstream raw materials:

[2-(4-benzyl-2-oxo-oxazolidin-3-yl)-1-(3,5-bisisopropyloxy-4-methoxy-phenyl)-2-oxo-ethyl]carbamic acid tert-butyl ester

(R)-N-(t-butoxycarbonyl)-(3,5-diisopropyloxy-4-methoxyphenyl)glycine

(S)-2-[(R)-2-[(R)-2-tert-Butoxycarbonylamino-2-(3,5-diisopropoxy-4-methoxy-phenyl)-acetylamino]-2-(4-methoxy-phenyl)-acetylamino]-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

C₄₅H₄₉F₂N₇O₁₆

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