3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid
• CAS No.: 112219-54-2
• Molecular Formula: C₂HF₃O₂*C₄₄H₄₈F₅N₅O₈
• Molecular Weight: 983.91
• Mol file: 112219-54-2.mol

Synonyms:3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid

Chemical Property of 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid

There total 18 articles about 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid 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:

tyrosamine (51-67-2) → 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid (112219-54-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 97 percent / tetrahydrofuran / 2.5 h / 25 °C

2: 98 percent / imidazole / dimethylformamide / 24 h / 25 °C

3: NaH / tetrahydrofuran; dimethylformamide / 23 h / Heating

4: 89 percent / AcOH / tetrahydrofuran; H₂O / 72 h / 25 °C

5: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

6: 98 percent / H₂ / 10percent Pd/C / methanol / 12 h / 25 °C / 1551.4 Torr

7: 94 percent / CF₃COOH / CH₂Cl₂ / 1.5 h / 25 °C

8: 65 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

9: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 6 h / 35 °C

10: 76 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

11: CH₂Cl₂ / 2 h / 25 °C

With 1H-imidazole; lithium hydroxide; hydrogen; sodium hydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; copper(I) bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00238a005

Reference yield:

N-t-butoxycarbonyl-tyramine (64318-28-1) → 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid (112219-54-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / imidazole / dimethylformamide / 24 h / 25 °C

2: NaH / tetrahydrofuran; dimethylformamide / 23 h / Heating

3: 89 percent / AcOH / tetrahydrofuran; H₂O / 72 h / 25 °C

4: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

5: 98 percent / H₂ / 10percent Pd/C / methanol / 12 h / 25 °C / 1551.4 Torr

6: 94 percent / CF₃COOH / CH₂Cl₂ / 1.5 h / 25 °C

7: 65 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

8: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 6 h / 35 °C

9: 76 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

10: CH₂Cl₂ / 2 h / 25 °C

With 1H-imidazole; lithium hydroxide; hydrogen; sodium hydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; copper(I) bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00238a005

Reference yield:

N-tert-butoxycarbonyl-N-methyl-2-(4-hydroxyphenyl)-ethylamine (112196-70-0) → 3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid (112219-54-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaH, CuBr, / 1.) pyridine, 25 deg C, 0,5 h, 2.) reflux, 12 h

2: 98 percent / H₂ / 10percent Pd/C / methanol / 12 h / 25 °C / 1551.4 Torr

3: 94 percent / CF₃COOH / CH₂Cl₂ / 1.5 h / 25 °C

4: 65 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

5: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 6 h / 35 °C

6: 76 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

7: CH₂Cl₂ / 2 h / 25 °C

With lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; copper(I) bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jo00238a005

upstream raw materials:

3-(3-{4-[2-({(S)-2-[(S)-2-{[(S)-2-((R)-2-tert-Butoxycarbonylamino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-ethyl]-phenoxy}-phenyl)-propionic acid pentafluorophenyl ester

trifluoroacetic acid

tyrosamine

N-t-butoxycarbonyl-tyramine

Downstream raw materials:

(12R,15S,18S,21S)-18-(4-Methoxy-benzyl)-12,15,17,21,23-pentamethyl-2-oxa-11,14,17,20,23-pentaaza-tricyclo[24.2.2.1^3,7]hentriaconta-1⁽²⁹⁾,3⁽³¹⁾,4,6,26⁽³⁰⁾,27-hexaene-10,13,16,19,22-pentaone