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

Base Information

• Chemical Name: N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide
• CAS No.: 1579268-50-0
• Molecular Formula: C₃₈H₄₆N₂O₆S₂Si
• Molecular Weight: 719.011

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

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

Chemical Property:

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

There total 1 articles about N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide 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:

C25H38N2O5SSi (1424888-75-4) → N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide (1579268-50-0)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1016/j.tet.2014.01.074

Reference yield: 91.0%

N-(4-((tert-butyldimethylsilyl)oxy)benzyl)-N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-4-methylbenzenesulfonamide (1579268-50-0) → N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-N-(4-hydroxybenzyl)-4-methylbenzenesulfonamide (1579268-52-2)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2014.01.074

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

upstream raw materials:

C₂₅H₃₈N₂O₅SSi

Downstream raw materials:

N-(3-hydroxy-3-(1-tosyl-1H-indol-2-yl)propyl)-N-(4-hydroxybenzyl)-4-methylbenzenesulfonamide

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

4-(2,6-ditosyl-1,2,3,4,5,6-hexahydroazepino[4,3-b]indol-5-yl)phenol

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