(S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester
• CAS No.: 93287-51-5
• Molecular Formula: C₄₁H₅₇N₁₃O₈
• Molecular Weight: 859.986

Synonyms:(S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester

Chemical Property of (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester

There total 5 articles about (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl 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:

Z-Arg-OH (1234-35-1) → (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester (93287-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

2: 100 percent / H₂ / 10 percent Pd/C / methanol; H₂O / 827.4 Torr

3: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00127a041

Reference yield:

Z-Pro-Phe-His-OMe → (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester (93287-51-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10 percent Pd/C / methanol; H₂O / 827.4 Torr

2: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

3: 100 percent / H₂ / 10 percent Pd/C / methanol; H₂O / 827.4 Torr

4: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00127a041

Reference yield:

(S)-methyl 3-(1H-imidazole-4-yl)-2-((S)-3-phenyl-2-((S)-pyrrolidine-2-carboxamido)propanamido)propanoate (75350-57-1) → (S)-2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-3-(1H-imidazol-4-yl)-propionic acid methyl ester (93287-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

2: 100 percent / H₂ / 10 percent Pd/C / methanol; H₂O / 827.4 Torr

3: 1.) 5 N HCl, 2.) dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) DMF, dioxane, 2.) DMF, a) 0 deg C, 6 h, b) r.t., 16 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00127a041

upstream raw materials:

Z-Arg-OH

(S)-2-((S)-2-{[(S)-1-((S)-2-Amino-5-guanidino-pentanoyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(1H-imidazol-4-yl)-propionic acid methyl ester

(S)-methyl 3-(1H-imidazole-4-yl)-2-((S)-3-phenyl-2-((S)-pyrrolidine-2-carboxamido)propanamido)propanoate

Downstream raw materials:

N^α-Z-L-Arg-L-Arg-L-Pro-L-Phe-L-His-OH

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