Acetamide, 2-[[3-[(2R)-2-[[(2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[3-[(2-thien ylsulfonyl)amino]phenyl]ethyl]amino]propyl]-1H-indol-7-yl]oxy]-N,N-dieth yl-

Base Information

• Chemical Name: Acetamide, 2-[[3-[(2R)-2-[[(2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[3-[(2-thien ylsulfonyl)amino]phenyl]ethyl]amino]propyl]-1H-indol-7-yl]oxy]-N,N-dieth yl-
• CAS No.: 820216-50-0
• Molecular Formula: C₃₅H₅₀N₄O₅S₂Si
• Molecular Weight: 699.023
• Mol file: 820216-50-0.mol

Synonyms:

Chemical Property of Acetamide, 2-[[3-[(2R)-2-[[(2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[3-[(2-thien ylsulfonyl)amino]phenyl]ethyl]amino]propyl]-1H-indol-7-yl]oxy]-N,N-dieth yl-

Chemical Property:

• PSA: 149.38000
• LogP: 9.10580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetamide, 2-[[3-[(2R)-2-[[(2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[3-[(2-thien ylsulfonyl)amino]phenyl]ethyl]amino]propyl]-1H-indol-7-yl]oxy]-N,N-dieth yl-

There total 10 articles about Acetamide, 2-[[3-[(2R)-2-[[(2R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[3-[(2-thien ylsulfonyl)amino]phenyl]ethyl]amino]propyl]-1H-indol-7-yl]oxy]-N,N-dieth yl- 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:

(R)-3-(2-aminopropyl)-7-benzyloxyindole (244081-35-4) → 2-[3-(2-{2-(tert-butyl-dimethyl-silanyloxy)-2-[3-(thiophene-2-sulfonylamino)-phenyl]-ethylamino}-propyl)-1H-indol-7-yloxy]-N,N-diethyl-acetamide (820216-50-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / CHCl₃

2: 99 percent / HCO₂NH₄ / Pd/C / methanol

3: K₂CO₃; KI / acetone

4: HCl / ethyl acetate

5: i-PrNEt₂; KI / acetonitrile

With hydrogenchloride; N,N-diethyl-N-isopropylamine; ammonium formate; potassium carbonate; potassium iodide; palladium on activated charcoal; In methanol; chloroform; ethyl acetate; acetone; acetonitrile;

DOI:10.1016/j.bmcl.2004.10.035

Reference yield:

(2R)-7-benzyloxy-3-[2-(tert-butoxycarbonylamino)propyl]-1H-indole (244081-38-7) → 2-[3-(2-{2-(tert-butyl-dimethyl-silanyloxy)-2-[3-(thiophene-2-sulfonylamino)-phenyl]-ethylamino}-propyl)-1H-indol-7-yloxy]-N,N-diethyl-acetamide (820216-50-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / HCO₂NH₄ / Pd/C / methanol

2: K₂CO₃; KI / acetone

3: HCl / ethyl acetate

4: i-PrNEt₂; KI / acetonitrile

With hydrogenchloride; N,N-diethyl-N-isopropylamine; ammonium formate; potassium carbonate; potassium iodide; palladium on activated charcoal; In methanol; ethyl acetate; acetone; acetonitrile;

DOI:10.1016/j.bmcl.2004.10.035

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[3-(2-{2-(tert-butyl-dimethyl-silanyloxy)-2-[3-(thiophene-2-sulfonylamino)-phenyl]-ethylamino}-propyl)-1H-indol-7-yloxy]-N,N-diethyl-acetamide (820216-50-0)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: aq. NH₄Cl; Fe / ethanol

3: pyridine / CH₂Cl₂

4: i-PrNEt₂; KI / acetonitrile

With pyridine; 1H-imidazole; N,N-diethyl-N-isopropylamine; iron; ammonium chloride; potassium iodide; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2004.10.035

upstream raw materials:

(2R)-[3-(2-aminopropyl)-1H-indol-7-yloxy]-N,N-diethylacetamide

(R)-N-{3-[2-bromo-1-(tert-butyldimethylsilyloxy)ethyl]phenyl}(2-thiophene)sulfonamide

tert-butyldimethylsilyl chloride

3'-nitro-2-bromoacetophenone