(S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester

Base Information

• Chemical Name: (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester
• CAS No.: 83030-90-4
• Molecular Formula: C₅₁H₆₀N₈O₉
• Molecular Weight: 929.086

Synonyms:

Chemical Property of (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester

There total 15 articles about (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl 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:

Boc-Pro-Pro-Gly-Phe-Ser(Bzl)-Pro-Phe-OPic (83031-01-0) → (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester (83030-90-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 1.) 0 deg C, 5 min;

Reference yield:

pyridine-4-methanol (586-95-8) → (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester (83030-90-4)

Guidance literature:

Multi-step reaction with 14 steps

1: 81 percent / dicyclohexylcarbodi-imide

2: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C_. 5 min

3: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

4: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

5: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

6: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

7: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

8: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

9: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

10: 1.) trifluoroacetic acid, 2.) N_.N-di-isopropylethylamine / 1.) 0 deg C, 5 min

11: dicyclohexylcarbodi-imide, 1-hydroxybenzotrizole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

12: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

13: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole / 0 deg C, 1 h; room temperature, 1 h, pH 4.5-5.0

14: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;

Reference yield:

L-phenylalanine 4-picolyl ester (84891-23-6) → (S)-2-[((S)-1-{(S)-3-Benzyloxy-2-[(S)-3-phenyl-2-(2-{[(S)-1-((S)-pyrrolidine-2-carbonyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-propionylamino]-propionyl}-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid pyridin-4-ylmethyl ester (83030-90-4)

Guidance literature:

Multi-step reaction with 12 steps

1: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

2: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

3: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

4: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

5: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

6: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

7: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

8: 1.) trifluoroacetic acid, 2.) N_.N-di-isopropylethylamine / 1.) 0 deg C, 5 min

9: dicyclohexylcarbodi-imide, 1-hydroxybenzotrizole, pH 4.5-5.0 / 0 deg C, 1 h; room temperature, 1 h

10: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

11: dicyclohexylcarbodi-imide, 1-hydroxybenzotriazole / 0 deg C, 1 h; room temperature, 1 h, pH 4.5-5.0

12: 1.) trifluoroacetic acid, 2.) N,N-di-isopropylethylamine / 1.) 0 deg C, 5 min

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;

upstream raw materials:

Boc-Pro-Pro-Gly-Phe-Ser(Bzl)-Pro-Phe-OPic

pyridine-4-methanol

L-phenylalanine 4-picolyl ester

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-O-benzyl-L-seryl-L-prolyl-L-phenylalanine 4-picolyl ester

N^α-t-butoxycarbonyl-N^ω-nitro-L-arginyl-L-prolyl-L-prolyl-glycyl-L-phenylalanyl-O-benzyl-L-seryl-L-prolyl-L-phenylalanine

N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-O-benzyl-L-seryl-L-prolyl-L-phenylalanine

N^α-t-butoxycarbonyl-N^ω-nitro-L-arginyl-L-prolyl-L-prolyl-glycyl-L-phenylalanyl-O-benzyl-L-seryl-L-prolyl-L-phenylalanylhydrazide

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