H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH

Base Information

• Chemical Name: H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH
• CAS No.: 76523-58-5
• Molecular Formula: C₂H₄O₂*C₄₄H₆₃N₁₁O₁₀
• Molecular Weight: 966.104
• Mol file: 76523-58-5.mol

Synonyms:H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH

Chemical Property of H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH

There total 16 articles about H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH 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: 52.0%

Z-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg(NO2)-OBzl (76523-72-3) → H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH (76523-58-5)

Guidance literature:

With hydrogen; palladium; Ambient temperature; acidic solution;

DOI:10.1246/bcsj.64.1533

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH (76523-58-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) NMM, ethyl chloroformate, 2) NMM / 1) THF, 2) DMF, r.t.

2: 54 percent / 80percent hydrazine hydrate / Ambient temperature

3: 1) azide, 2) HCl, dioxane

4: DCC, NMM, HOBt / dimethylformamide / Ambient temperature

5: 52 percent / H₂ / Pd / Ambient temperature; acidic solution

With 1,4-dioxane; 4-methyl-morpholine; hydrogenchloride; hydrogen; chloroformic acid ethyl ester; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; palladium; In N,N-dimethyl-formamide;

DOI:10.1246/bcsj.64.1533

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → H-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH (76523-58-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) N-methylmoprholine, ethyl chloroformate, 2) N-methylmorpholine / 1) THF, 2) DMF, r.t.

2: HCl, anisole / dioxane; tetrahydrofuran / 1 h

3: DCC, NMM, HOBt / dimethylformamide

4: TFA, anisole

5: DCC, NMM, HOBt / dimethylformamide / ice bath, 1 h, r.t., 41 h

6: TFA, anisole

7: DCC, NMM, HOBt / dimethylformamide / Ambient temperature

8: 52 percent / H₂ / Pd / Ambient temperature; acidic solution

With 4-methyl-morpholine; hydrogenchloride; hydrogen; chloroformic acid ethyl ester; benzotriazol-1-ol; methoxybenzene; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.64.1533

upstream raw materials:

Z-5-Ava-Pro-Gly-Phe-Ser-Pro-Phe-Arg(NO₂)-OBzl

1-(tert-butoxycarbonyl)-L-proline

N-tert-butoxycarbonyl-L-phenylalanine

N^ω-nitro-L-arginine benzyl ester

Refernces