(S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester

Base Information

• Chemical Name: (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester
• CAS No.: 139517-85-4
• Molecular Formula: C₄₈H₅₅F₅N₄O₁₁
• Molecular Weight: 958.977
• Mol file: 139517-85-4.mol

Synonyms:

Chemical Property of (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester

There total 6 articles about (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic 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:

3-(2-hydroxyethyl)-4-methoxybenzeneboronic acid (139517-73-0) → (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester (139517-85-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 41 percent / Pd3>4, Na₂CO₃ / 1,2-dimethoxy-ethane / 12 h / 100 °C

2: 77 percent / PPh₃, dimethyl azodicarboxyalte, hydrazoic acid / tetrahydrofuran; toluene / 1) 0 deg C, 30 min, 2) 15 min

3: 100 percent / aq. NaOH / methanol / Ambient temperature

4: 1) N-hydroxybenzotriazole hydrate (HOBT), Et₃N, 2) dicyclohexylcarbodiimide (DCC) / 1) DMF, 2) DMF, THF, RT

5: 1) aq. NaOH, 2) dicyclohexylcarbodiimide (DCC) / 1) THF, MeOH, 16 , RT, 2) DMF, THF

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen azide; sodium carbonate; benzotriazol-1-ol; dimethyl azodicarboxylate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; toluene;

Reference yield:

(S)-methyl-3-(3-bromo-4-methoxyphenyl)-2-((N-tert-butoxycarbonyl)(amino))propanoate (113327-44-9) → (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester (139517-85-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 41 percent / Pd3>4, Na₂CO₃ / 1,2-dimethoxy-ethane / 12 h / 100 °C

2: 77 percent / PPh₃, dimethyl azodicarboxyalte, hydrazoic acid / tetrahydrofuran; toluene / 1) 0 deg C, 30 min, 2) 15 min

3: 100 percent / aq. NaOH / methanol / Ambient temperature

4: 1) N-hydroxybenzotriazole hydrate (HOBT), Et₃N, 2) dicyclohexylcarbodiimide (DCC) / 1) DMF, 2) DMF, THF, RT

5: 1) aq. NaOH, 2) dicyclohexylcarbodiimide (DCC) / 1) THF, MeOH, 16 , RT, 2) DMF, THF

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen azide; sodium carbonate; benzotriazol-1-ol; dimethyl azodicarboxylate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; toluene;

Reference yield:

N-tert-butoxycarbonyl-3-<3-(2-hydroxyethyl)-4-methoxyphenyl>-O-methyl-(S)-tyrosine methyl ester (139517-76-3) → (S)-3-{3'-[2-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-ethyl]-6,4'-dimethoxy-biphenyl-3-yl}-2-tert-butoxycarbonylamino-propionic acid pentafluorophenyl ester (139517-85-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / PPh₃, dimethyl azodicarboxyalte, hydrazoic acid / tetrahydrofuran; toluene / 1) 0 deg C, 30 min, 2) 15 min

2: 100 percent / aq. NaOH / methanol / Ambient temperature

3: 1) N-hydroxybenzotriazole hydrate (HOBT), Et₃N, 2) dicyclohexylcarbodiimide (DCC) / 1) DMF, 2) DMF, THF, RT

4: 1) aq. NaOH, 2) dicyclohexylcarbodiimide (DCC) / 1) THF, MeOH, 16 , RT, 2) DMF, THF

With sodium hydroxide; hydrogen azide; benzotriazol-1-ol; dimethyl azodicarboxylate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; toluene;

upstream raw materials:

2,3,4,5,6-pentafluorophenol

3-(2-hydroxyethyl)-4-methoxybenzeneboronic acid

(S)-methyl-3-(3-bromo-4-methoxyphenyl)-2-((N-tert-butoxycarbonyl)(amino))propanoate

N-tert-butoxycarbonyl-3-<3-(2-hydroxyethyl)-4-methoxyphenyl>-O-methyl-(S)-tyrosine methyl ester