Z-Pro-Ser-Tyr-D-Ala-Leu-(O₂N)Arg-Pro-Gly-NH₂

Base Information

• Chemical Name: Z-Pro-Ser-Tyr-D-Ala-Leu-(O₂N)Arg-Pro-Gly-NH₂
• CAS No.: 77659-17-7
• Molecular Formula: C₄₇H₆₇N₁₃O₁₄
• Molecular Weight: 1038.13

Synonyms:

Chemical Property of Z-Pro-Ser-Tyr-D-Ala-Leu-(O₂N)Arg-Pro-Gly-NH₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of Z-Pro-Ser-Tyr-D-Ala-Leu-(O₂N)Arg-Pro-Gly-NH₂

There total 23 articles about Z-Pro-Ser-Tyr-D-Ala-Leu-(O₂N)Arg-Pro-Gly-NH₂ 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:

N-benzyloxycarbonyl-L-proline p-nitrophenyl ester (3304-59-4) → Z-Pro-Ser-Tyr-D-Ala-Leu-(O2N)Arg-Pro-Gly-NH2 (77659-17-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 1) Ammonia, 2) 1,2,4-triazole / 1) Chloroform, 10 min, room temperature, 2) ethyl acetate, 1 h, room temperature.

2: 94 percent / Ammonia / methanol / 24 h / Ambient temperature

3: Hydrogen bromide / trifluoroacetic acid / 0.33 h / Ambient temperature

4: 87 percent / Triethylamine / dimethylformamide / 48 h / Ambient temperature

5: Hydrogen bromide / trifluoroacetic acid / Ambient temperature

6: 72 percent / 1,2,4-triazole, N-methylmorpholine / dimethylformamide / 48 h / Ambient temperature

7: Hydrogen bromide / trifluoroacetic acid

8: 1,2,4-triazole, N-methylmorpholine / dimethylformamide / 48 h / Ambient temperature

9: Hydrogen bromide / trifluoroacetic acid / Ambient temperature

10: 1) n-Butyl nitrite, 2.65 N HCl in tetrahydrofuran, 2) triethylamine / 1) DMF, 2) -30 deg C, 1 h, room temperature, 3 days.

With 4-methyl-morpholine; 1,2,4-Triazole; hydrogenchloride; n-Butyl nitrite; ammonia; hydrogen bromide; triethylamine; In methanol; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1007/BF00571054

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → Z-Pro-Ser-Tyr-D-Ala-Leu-(O2N)Arg-Pro-Gly-NH2 (77659-17-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) Ammonia, 2) N,N'-dicyclohexylcarbodiimide, 1-hydroxybenzotrialzole / 1) Chloroform, 10 min, room temperature, 2) ethyl acetate, 0 deg C, 1 h, room temperature, 1 d.

2: 63 percent / Hydrazine / methanol

3: 1) tert-Butyl nitrite, 2.65 N HCl in tetrahydrofuran, 2) triethylamine / 1) DMF, -30 deg C, 10 min, 2) -30 deg C, 1 h, -10 deg C, 1 h, room temperature, 2 days.

4: trifluoroacetic acid

5: N-methylmorpholine, pentachlorophenol / dimethylformamide

6: 53 percent / Hydrazine / methanol

7: 1) tert-Butyl nitrite, 2.65 N HCl in tetrahydrofuran, 2) triethylamine / 1) DMF, 2) -30 deg C, 1 h, room temperature, 3 days.

With 4-methyl-morpholine; hydrogenchloride; tert.-butylnitrite; Pentachlorophenol; ammonia; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; hydrazine; In methanol; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1007/BF00571054

Reference yield:

Z-Pro-Gly-OMe (61058-42-2) → Z-Pro-Ser-Tyr-D-Ala-Leu-(O2N)Arg-Pro-Gly-NH2 (77659-17-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 94 percent / Ammonia / methanol / 24 h / Ambient temperature

2: Hydrogen bromide / trifluoroacetic acid / 0.33 h / Ambient temperature

3: 87 percent / Triethylamine / dimethylformamide / 48 h / Ambient temperature

4: Hydrogen bromide / trifluoroacetic acid / Ambient temperature

5: 72 percent / 1,2,4-triazole, N-methylmorpholine / dimethylformamide / 48 h / Ambient temperature

6: Hydrogen bromide / trifluoroacetic acid

7: 1,2,4-triazole, N-methylmorpholine / dimethylformamide / 48 h / Ambient temperature

8: Hydrogen bromide / trifluoroacetic acid / Ambient temperature

9: 1) n-Butyl nitrite, 2.65 N HCl in tetrahydrofuran, 2) triethylamine / 1) DMF, 2) -30 deg C, 1 h, room temperature, 3 days.

With 4-methyl-morpholine; 1,2,4-Triazole; hydrogenchloride; n-Butyl nitrite; ammonia; hydrogen bromide; triethylamine; In methanol; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1007/BF00571054

upstream raw materials:

Hydrazide of benzyoxycarbonyl-L-prolyl-L-seryl-L-tyrosine

Z-D-Ala-L-Leu-OMe

Z-Leu-ONp

Z-L-Ser-L-Tyr-OMe

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