Z(OMe)-(porcine VIP 22-28)-NH₂

Base Information

• Chemical Name: Z(OMe)-(porcine VIP 22-28)-NH₂
• CAS No.: 75720-31-9
• Molecular Formula: C₄₇H₇₀N₁₀O₁₄
• Molecular Weight: 999.131

Synonyms:Z(OMe)-(porcine VIP 22-28)-NH₂

Chemical Property of Z(OMe)-(porcine VIP 22-28)-NH₂

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Technology Process of Z(OMe)-(porcine VIP 22-28)-NH₂

There total 12 articles about Z(OMe)-(porcine VIP 22-28)-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: 77.0%

[(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid 4-methoxy-benzyl ester (75671-66-8) + (S)-2-[(S)-2-((S)-2-Amino-3-carbamoyl-propionylamino)-3-hydroxy-propionylamino]-3-methyl-pentanoic acid [(S)-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-3-methyl-butyl]-amide (45314-98-5) → Z(OMe)-(porcine VIP 22-28)-NH2 (75720-31-9)

Guidance literature:

With triethylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; at 40 ℃; for 24h;

DOI:10.1248/cpb.28.1873

Reference yield:

Z(OMe)-Ile-OH (47174-55-0) → Z(OMe)-(porcine VIP 22-28)-NH2 (75720-31-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) Et₃N, 2) DCC / 2) DMF, THF, 24 h

2: 80percent hydrazine hydrate / methanol

3: diazotizing reagent

4: 90 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 40 h / 4 °C

5: 90 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 40 h / 4 °C

6: TFA, anisole

7: 77 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 24 h / 40 °C

With diazotizing reagent; hydrazine hydrate; methoxybenzene; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide;

DOI:10.1248/cpb.28.1873

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → Z(OMe)-(porcine VIP 22-28)-NH2 (75720-31-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) Et₃N, 2) DCC / 2) DMF, THF, 24 h

2: 80percent hydrazine hydrate / methanol

3: diazotizing reagent

4: 90 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 40 h / 4 °C

5: 90 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 40 h / 4 °C

6: TFA, anisole

7: 77 percent / Et₃N / dimethylsulfoxide; hexamethylphosphoric acid triamide / 24 h / 40 °C

With diazotizing reagent; hydrazine hydrate; methoxybenzene; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide;

DOI:10.1248/cpb.28.1873

upstream raw materials:

[(S)-1-((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid 4-methoxy-benzyl ester

(S)-2-[(S)-2-((S)-2-Amino-3-carbamoyl-propionylamino)-3-hydroxy-propionylamino]-3-methyl-pentanoic acid [(S)-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-3-methyl-butyl]-amide

Z(OMe)-Ile-OH

methyl (L)-leucinate hydrochloride

Downstream raw materials:

(S)-2-[(S)-2-((S)-2-{(S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-4-methyl-pentanoylamino}-3-carbamoyl-propionylamino)-3-hydroxy-propionylamino]-3-methyl-pentanoic acid [(S)-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-3-methyl-butyl]-amide

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