(S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid
• CAS No.: 96394-11-5
• Molecular Formula: C₂HF₃O₂*C₃₅H₄₃Cl₃N₈O₇S₂
• Molecular Weight: 972.291
• Mol file: 96394-11-5.mol

Synonyms:

Chemical Property of (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid

There total 6 articles about (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl 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:

ethyl 2-(benzamidomethyl)thiazole-4-carboxylate (88219-00-5) → (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid (96394-11-5,96479-26-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / 5.5 N hydrochloric acid / 16 h / Heating

2: 1.) sodium hydroxide / 1.) dioxane, 3 h, 0 deg C, 2.) 1 h, RT

3: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide, 2.) N-methylmorpholine / 1.) a) tetrahydrofuran,1 h, 0 deg C, b) 1 h, RT, 2.) dimethyloformamide, 16 h, RT

4: aq. sodium hydroxide / dioxane / 7 h / Ambient temperature

5: 109 mg / dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

6: 1.) methylene chloride, RT, 1h, 2.) carbon tetrachloride, 1 h

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane;

DOI:10.1021/jo00215a012

Reference yield:

2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid (71904-80-8) → (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid (96394-11-5,96479-26-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide, 2.) N-methylmorpholine / 1.) a) tetrahydrofuran,1 h, 0 deg C, b) 1 h, RT, 2.) dimethyloformamide, 16 h, RT

2: aq. sodium hydroxide / dioxane / 7 h / Ambient temperature

3: 109 mg / dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

4: 1.) methylene chloride, RT, 1h, 2.) carbon tetrachloride, 1 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane;

DOI:10.1021/jo00215a012

Reference yield:

2-(aminomethyl)thiazole-4-carboxylic acid hydrochloride (63628-60-4) → (S)-1-((S)-2-{(S)-2-[(2-{1-[(2-Aminomethyl-thiazole-4-carbonyl)-amino]-3-carbamoyl-propyl}-thiazole-4-carbonyl)-amino]-3-methyl-butyrylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester; compound with trifluoro-acetic acid (96394-11-5,96479-26-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) sodium hydroxide / 1.) dioxane, 3 h, 0 deg C, 2.) 1 h, RT

2: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide, 2.) N-methylmorpholine / 1.) a) tetrahydrofuran,1 h, 0 deg C, b) 1 h, RT, 2.) dimethyloformamide, 16 h, RT

3: aq. sodium hydroxide / dioxane / 7 h / Ambient temperature

4: 109 mg / dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 3 h / Ambient temperature

5: 1.) methylene chloride, RT, 1h, 2.) carbon tetrachloride, 1 h

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane;

DOI:10.1021/jo00215a012

upstream raw materials:

(S)-1-[(S)-2-((S)-2-{[2-(1-{[2-(tert-Butoxycarbonylamino-methyl)-thiazole-4-carbonyl]-amino}-3-carbamoyl-propyl)-thiazole-4-carbonyl]-amino}-3-methyl-butyrylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid 2,4,5-trichloro-phenyl ester

trifluoroacetic acid

ethyl 2-(benzamidomethyl)thiazole-4-carboxylate

2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid