{2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 783362-60-7
• Molecular Formula: C₄₀H₄₃FN₄O₇
• Molecular Weight: 710.802
• Mol file: 783362-60-7.mol

Synonyms:{2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 11 articles about {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl 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:

4-nitrobenzeneacetic acid (104-03-0) → {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (783362-60-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 93 percent / SOCl₂ / 24 h / 20 °C

2: 85 percent / NBS / CCl₄ / 5 h / Irradiation

3: 73.2 percent / dimethylformamide; H₂O / 12 h / 100 °C

4: 74 percent / aq. HBF₄ / methanol / 24 h / 20 °C

5: 92.7 percent / H₂ / Pd/C / methanol / 8 h / 20 °C

6: 80 percent / HATU; collidine / dimethylformamide / 12 h

7: piperidine; TFA / dimethylformamide / 0.5 h

8: DIEA / CH₂Cl₂ / 1 h

9: aq. LiOH / methanol / 2 h / 20 °C

10: HOBt; EDC / dimethylformamide / 8.5 h / 0 - 20 °C

11: (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 25 °C

With piperidine; 2,3,5-trimethyl-pyridine; lithium hydroxide; N-Bromosuccinimide; tetrafluoroboric acid; thionyl chloride; diethylamino-sulfur trifluoride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/b404471a

Reference yield:

4-nitromandelic acid methyl ester acetate (29704-42-5) → {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (783362-60-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 74 percent / aq. HBF₄ / methanol / 24 h / 20 °C

2: 92.7 percent / H₂ / Pd/C / methanol / 8 h / 20 °C

3: 80 percent / HATU; collidine / dimethylformamide / 12 h

4: piperidine; TFA / dimethylformamide / 0.5 h

5: DIEA / CH₂Cl₂ / 1 h

6: aq. LiOH / methanol / 2 h / 20 °C

7: HOBt; EDC / dimethylformamide / 8.5 h / 0 - 20 °C

8: (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 25 °C

With piperidine; 2,3,5-trimethyl-pyridine; lithium hydroxide; tetrafluoroboric acid; diethylamino-sulfur trifluoride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b404471a

Reference yield:

methyl (4-nitrophenyl)acetate (2945-08-6) → {2-[2-(2-{2-[4-(2-acetylamino-3-phenyl-propionylamino)-phenyl]-2-fluoro-acetylamino}-ethoxy)-ethoxy]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (783362-60-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 85 percent / NBS / CCl₄ / 5 h / Irradiation

2: 73.2 percent / dimethylformamide; H₂O / 12 h / 100 °C

3: 74 percent / aq. HBF₄ / methanol / 24 h / 20 °C

4: 92.7 percent / H₂ / Pd/C / methanol / 8 h / 20 °C

5: 80 percent / HATU; collidine / dimethylformamide / 12 h

6: piperidine; TFA / dimethylformamide / 0.5 h

7: DIEA / CH₂Cl₂ / 1 h

8: aq. LiOH / methanol / 2 h / 20 °C

9: HOBt; EDC / dimethylformamide / 8.5 h / 0 - 20 °C

10: (diethylamino)sulfur trifluoride / CH₂Cl₂ / 0.5 h / 25 °C

With piperidine; 2,3,5-trimethyl-pyridine; lithium hydroxide; N-Bromosuccinimide; tetrafluoroboric acid; diethylamino-sulfur trifluoride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/b404471a

upstream raw materials:

4-nitrobenzeneacetic acid

methyl (4-nitrophenyl)acetate

4-nitromandelic acid methyl ester acetate

methyl (±)-2-hydroxy-2-(4-nitrophenyl)acetate