(S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester
• CAS No.: 126706-67-0
• Molecular Formula: C₆₁H₇₁N₇O₉
• Molecular Weight: 1046.28
• Mol file: 126706-67-0.mol

Synonyms:

Chemical Property of (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester

There total 7 articles about (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl 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:

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt (1738-78-9) → (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester (126706-67-0)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

2: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

3: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

4: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

5: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

6: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

7: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; water; 1,2-dichloro-ethane;

DOI:10.1246/bcsj.55.2165

Reference yield:

(S)-tert-butyl 2-((S)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate (74257-60-6) → (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester (126706-67-0)

Guidance literature:

Multi-step reaction with 6 steps

1: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

2: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

3: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

4: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

5: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

6: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; water; 1,2-dichloro-ethane;

DOI:10.1246/bcsj.55.2165

Reference yield:

Pro-Phe-OBn (78746-23-3) → (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester (126706-67-0)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

2: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

3: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

4: HCl / 1,2-dichloro-ethane; dioxane / 0.5 h / 0 °C

5: triethylamine, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSCD*HCl) / 1,2-dichloro-ethane; H₂O / 2 h / Ambient temperature

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; water; 1,2-dichloro-ethane;

DOI:10.1246/bcsj.55.2165

upstream raw materials:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

(S)-2-({(S)-1-[(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

Pro-Phe-OBn

Downstream raw materials:

(S)-2-({(S)-1-[(S)-2-{(2S,3S)-2-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

(S)-2-({(S)-1-[(S)-2-{(2S,3S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester

C₆₆H₈₀N₈O₁₀