5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Base Information

• Chemical Name: 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole
• CAS No.: 1579268-85-1
• Molecular Formula: C₃₈H₄₄N₂O₅S₂Si
• Molecular Weight: 700.995

Synonyms:5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Chemical Property of 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

Chemical Property:

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Technology Process of 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole

There total 3 articles about 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole 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: 87.0%

N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide (1579268-50-0) → 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1579268-85-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/j.tet.2014.01.074

Reference yield:

C25H38N2O5SSi (1424888-75-4) → 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1579268-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.33 h / -78 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 0.67 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 °C

With isopropylmagnesium chloride; diisobutylaluminium hydride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2014.01.074

Reference yield:

C23H33NO4SSi → 5-(4-((tert-butyldimethylsilyl)oxy)phenyl)-2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole (1579268-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 0.67 h / 0 °C

2.1: trifluoroacetic acid / dichloromethane / 4 h / 0 °C

With isopropylmagnesium chloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2014.01.074

upstream raw materials:

N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide

C₂₅H₃₈N₂O₅SSi

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