N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide

Base Information

• Chemical Name: N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide
• CAS No.: 1027658-81-6
• Molecular Formula: C₅₂H₆₄N₂O₅Si
• Molecular Weight: 825.176

Synonyms:

Chemical Property of N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide

There total 9 articles about N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide 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:

2-[(1,1-dimethylethyl)amino]-ethanol (4620-70-6) → N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide (1027658-81-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 88 percent / imidazole / CH₂Cl₂ / 18 h / Ambient temperature

2: Et₃N / tetrahydrofuran

3: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -70 deg C, 1.5 h, 2.) THF, RT, 16 h

4: 27 percent / pyridinum dichromate / dimethylformamide / 17 h / Ambient temperature

5: 46 percent / BOP, diisopropylethylamine / CH₂Cl₂ / 2 h / Ambient temperature

6: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -78 deg C, 50 min, 2.) THF, from -78 deg C to RT, 17.5 h

With 1H-imidazole; dipyridinium dichromate; sec.-butyllithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960092w

Reference yield:

2,5-dimethylbenzoyl chloride (22328-43-4) → N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide (1027658-81-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran

2: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -70 deg C, 1.5 h, 2.) THF, RT, 16 h

3: 27 percent / pyridinum dichromate / dimethylformamide / 17 h / Ambient temperature

4: 46 percent / BOP, diisopropylethylamine / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -78 deg C, 50 min, 2.) THF, from -78 deg C to RT, 17.5 h

With dipyridinium dichromate; sec.-butyllithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960092w

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → N-tert-Butyl-N-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-(4-{2-[(2-hydroxy-ethyl)-(1-methyl-1-phenyl-ethyl)-carbamoyl]-phenyl}-3-oxo-butyl)-5-methyl-benzamide (1027658-81-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 88 percent / imidazole / CH₂Cl₂ / 18 h / Ambient temperature

2: Et₃N / tetrahydrofuran

3: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -70 deg C, 1.5 h, 2.) THF, RT, 16 h

4: 27 percent / pyridinum dichromate / dimethylformamide / 17 h / Ambient temperature

5: 46 percent / BOP, diisopropylethylamine / CH₂Cl₂ / 2 h / Ambient temperature

6: 1.) diisopropylamine, sec-butyllithium / 1.) THF, -78 deg C, 50 min, 2.) THF, from -78 deg C to RT, 17.5 h

With 1H-imidazole; dipyridinium dichromate; sec.-butyllithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960092w

upstream raw materials:

2-[(1,1-dimethylethyl)amino]-ethanol

2,5-dimethylbenzoyl chloride

tert-butylchlorodiphenylsilane

2-(1-Methyl-1-phenyl-ethylamino)-ethanol

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