t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

Base Information

• Chemical Name: t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate
• CAS No.: 864070-89-3
• Molecular Formula: C₄₉H₆₃N₇O₁₃S
• Molecular Weight: 990.144
• Mol file: 864070-89-3.mol

Synonyms:

Chemical Property of t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate

There total 13 articles about t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate 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:

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-87-1) → t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-89-3)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / Pd/CaCO₃ / methanol / 3 h / 20 °C

2: 40.1 mg / 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / dimethylformamide / 24 h

3: hydrazine hydrate / ethanol / 29 h / 30 - 40 °C

4: 18.4 mg / triethylamine / dimethylformamide / 3.5 h / 20 °C

With hydrogen; benzotriazol-1-ol; hydrazine hydrate; triethylamine; dicyclohexyl-carbodiimide; Lindlar's catalyst; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.022

Reference yield:

t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropanoate (864070-84-8) → t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-89-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 55 percent / CH₂Cl₂ / 5 h

2: 83 percent / hydrogen / Pd(OH)2 / tetrahydrofuran / 30 h

3: 93 percent / sodium azide / methanol; dimethylformamide / 11 h / 100 °C

4: hydrogen / Pd/CaCO₃ / methanol / 3 h / 20 °C

5: 40.1 mg / 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / dimethylformamide / 24 h

6: hydrazine hydrate / ethanol / 29 h / 30 - 40 °C

7: 18.4 mg / triethylamine / dimethylformamide / 3.5 h / 20 °C

With sodium azide; hydrogen; benzotriazol-1-ol; hydrazine hydrate; triethylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.022

Reference yield:

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-O-p-toluenesulfonyl-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-86-0) → t-butyl 2-(2'-deoxy-2'-[4-benzoylphenyl]methylamino-6'-[N-(N-(N-(biotinyl)glycyl)glycyl)glycyla]-amino-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate (864070-89-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / sodium azide / methanol; dimethylformamide / 11 h / 100 °C

2: hydrogen / Pd/CaCO₃ / methanol / 3 h / 20 °C

3: 40.1 mg / 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / dimethylformamide / 24 h

4: hydrazine hydrate / ethanol / 29 h / 30 - 40 °C

5: 18.4 mg / triethylamine / dimethylformamide / 3.5 h / 20 °C

6: 51 percent / trifluoroacetic acid / 1 h

With sodium azide; hydrogen; benzotriazol-1-ol; hydrazine hydrate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; Lindlar's catalyst; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.06.022

upstream raw materials:

4-(bromomethyl)benzophenone

N-(N-(N-(biotinyl)glycyl)glycyl)glycyne

N-(N-(N-(biotinyl)glycyl)glycyl)glycyne methyl ester

t-butyl 2-(2'-deoxy-2'-phthalimido-6'-azido-6'-deoxy-β-D-galactopyranosyloxy)-3-hydroxyphenylpropanoate