benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

Base Information

• Chemical Name: benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide
• CAS No.: 85847-80-9
• Molecular Formula: C₅₃H₆₃N₉O₁₅S₃
• Molecular Weight: 1162.33
• Mol file: 85847-80-9.mol

Synonyms:benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

Chemical Property of benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

There total 10 articles about benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide 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:

(S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester (81092-91-3) → benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide (85847-80-9)

Guidance literature:

Multi-step reaction with 10 steps

1: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT

2: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O / 12 h

3: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, overnight

4: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

5: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

6: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

7: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

8: 85 percent / trifluoroacetic acid, anisole, thioanisole / 0 °C

9: diisopropylethylamine (DIEA) / dimethylformamide / 24 h / Ambient temperature

10: 82 mg / SO₃-pyridine complex / dimethylformamide / 24 h

With pyridine-SO₃ complex; methyl-phenyl-thioether; hydrogen; benzotriazol-1-ol; methoxybenzene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; Pd-BaSO₄; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

Reference yield:

(S)-2-((S)-2-Amino-4-methylsulfanyl-butyrylamino)-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester (81092-93-5) → benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide (85847-80-9)

Guidance literature:

Multi-step reaction with 8 steps

1: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, overnight

2: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

3: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

4: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

5: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

6: 85 percent / trifluoroacetic acid, anisole, thioanisole / 0 °C

7: diisopropylethylamine (DIEA) / dimethylformamide / 24 h / Ambient temperature

8: 82 mg / SO₃-pyridine complex / dimethylformamide / 24 h

With pyridine-SO₃ complex; methyl-phenyl-thioether; hydrogen; benzotriazol-1-ol; methoxybenzene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; Pd-BaSO₄; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

Reference yield:

benzyloxycarbonyl-L-methionyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide (81092-92-4) → benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide (85847-80-9)

Guidance literature:

Multi-step reaction with 9 steps

1: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O / 12 h

2: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, overnight

3: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

4: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

5: H₂, diisopropylethylamine (DIEA) / 10percent Pd/BaSO₄ / dimethylformamide; H₂O

6: diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide

7: 85 percent / trifluoroacetic acid, anisole, thioanisole / 0 °C

8: diisopropylethylamine (DIEA) / dimethylformamide / 24 h / Ambient temperature

9: 82 mg / SO₃-pyridine complex / dimethylformamide / 24 h

With pyridine-SO₃ complex; methyl-phenyl-thioether; hydrogen; benzotriazol-1-ol; methoxybenzene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; Pd-BaSO₄; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

upstream raw materials:

benzyloxycarbonyl-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

(S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

(S)-2-((S)-2-Amino-4-methylsulfanyl-butyrylamino)-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

benzyloxycarbonyl-L-methionyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide