N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol

Base Information

• Chemical Name: N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol
• CAS No.: 355127-56-9
• Molecular Formula: C₄₄H₄₉N₃O₄SSi
• Molecular Weight: 744.042
• Mol file: 355127-56-9.mol

Synonyms:N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol

Chemical Property of N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol

There total 4 articles about N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol 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: 84.0%

2-(triphenylmethylthio)ethanoic acid (34914-36-8) + N-glycyl-glycyl-O-tert-butyldiphenylsilyl-3-aminopropanol (355127-55-8) → N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol (355127-56-9)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0968-0896(00)00339-4

Reference yield:

trityl chloride (76-83-5) → N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol (355127-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / triethylamine / toluene / 3 h

2: 84 percent / N-hydroxybenzotriazole; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; N,N-diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;

DOI:10.1016/S0968-0896(00)00339-4

Reference yield:

O-tert-butyldiphenylsilyl-3-aminopropanol hydrochloride → N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol (355127-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / N-hydroxybenzotriazole; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; N,N-diisopropylethylamine / tetrahydrofuran / 3 h / 20 °C

2: 68 percent / diethylamine / CH₂Cl₂ / 16 h / 20 °C

3: 84 percent / N-hydroxybenzotriazole; 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium PF₆; N,N-diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0968-0896(00)00339-4

upstream raw materials:

2-(triphenylmethylthio)ethanoic acid

N-glycyl-glycyl-O-tert-butyldiphenylsilyl-3-aminopropanol

trityl chloride

N-(N'-9-fluorenylmethoxycarbonyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol

Downstream raw materials:

O-(N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-3-aminopropyl)-O'-2-cyanoethyl-N',N'-diisopropylphosphoramidite

N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-3-aminopropanol