[(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester

Base Information

• Chemical Name: [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester
• CAS No.: 760979-73-5
• Molecular Formula: C₂₃H₁₈F₅N₃O₁₁
• Molecular Weight: 607.401
• Mol file: 760979-73-5.mol

Synonyms:[(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester

Chemical Property of [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester

There total 9 articles about [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl 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: 95.0%

pentafluorophenyl trifloroacetate (14533-84-7) + [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid (760979-72-4) → [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester (760979-73-5)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h;

DOI:10.1039/b405856a

Reference yield:

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate (87219-29-2) → [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester (760979-73-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: aq. Cs₂CO₃ / acetone / 3 h / Heating

1.2: 60 percent / dimethylformamide / 24 h / 20 °C

2.1: 95 percent / DIEA; DMAP / dimethylformamide / 24 h / 20 °C

3.1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

4.1: 100 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

5.1: 70 percent / DIEA; DMAP / dimethylformamide / 16 h / 20 °C

6.1: 92 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

7.1: 95 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

8.1: 50 percent / DIEA; DMAP / dimethylformamide / 16 h / 20 °C

9.1: 92 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

10.1: 95 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

With pyridine; dmap; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1039/b405856a

Reference yield:

N-benzyloxycarbonyl-L-aspartic acid anhydride (4515-23-5) → [(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid pentafluorophenyl ester (760979-73-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 80 percent / NaBH₄ / tetrahydrofuran / 16 h / 20 °C

2.1: aq. Cs₂CO₃ / acetone / 3 h / Heating

2.2: 60 percent / dimethylformamide / 24 h / 20 °C

3.1: 95 percent / DIEA; DMAP / dimethylformamide / 24 h / 20 °C

4.1: 100 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

5.1: 100 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

6.1: 70 percent / DIEA; DMAP / dimethylformamide / 16 h / 20 °C

7.1: 92 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

8.1: 95 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

9.1: 50 percent / DIEA; DMAP / dimethylformamide / 16 h / 20 °C

10.1: 92 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 2280 Torr

11.1: 95 percent / pyridine / dimethylformamide / 0.75 h / 20 °C

With pyridine; dmap; sodium tetrahydroborate; hydrogen; caesium carbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1039/b405856a

upstream raw materials:

pentafluorophenyl trifloroacetate

[(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetic acid

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

N-benzyloxycarbonyl-L-aspartic acid anhydride

Downstream raw materials:

((S)-3-{2-[(S)-3-(2-{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetyl)-2-oxo-oxazolidin-4-yl]-acetyl}-2-oxo-oxazolidin-4-yl)-acetic acid benzyl ester