diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate

Base Information

• Chemical Name: diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate
• CAS No.: 1332726-71-2
• Molecular Formula: C₃₆H₅₂N₅O₁₀PS
• Molecular Weight: 777.876
• Mol file: 1332726-71-2.mol

Synonyms:

Chemical Property of diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate

There total 4 articles about diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate 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:

tert-butyl (S)-1-[4-(diethoxyphosphoryl)-tetrahydro-2H-thiopyran-4-ylamino]-1-oxo-3-phenylpropan-2-carbamate (1332726-65-4) → diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate (1332726-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 22 h / 20 °C / Inert atmosphere

2: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/10426507.2010.535398

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate (1332726-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane / 120 h / 20 °C / Inert atmosphere

2: dichloromethane / 22 h / 20 °C / Inert atmosphere

3: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/10426507.2010.535398

Reference yield:

tyrosylglycylglycine (21778-69-8) → diethyl (S,S)-N-[(tert-butoxycarbonyl)tyrosylglycylglycylphenylalanyl]-4-amino-tetrahydro-2H-thiopyran-4-yl-phosphonate (1332726-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate

2: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;

DOI:10.1080/10426507.2010.535398

upstream raw materials:

tert-butyl (S)-1-[4-(diethoxyphosphoryl)-tetrahydro-2H-thiopyran-4-ylamino]-1-oxo-3-phenylpropan-2-carbamate

N-tert-butoxycarbonyl-L-phenylalanine

tyrosylglycylglycine