(+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide

Base Information

• Chemical Name: (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide
• CAS No.: 878648-67-0
• Molecular Formula: C₄₆H₇₀N₂O₄Si₂
• Molecular Weight: 771.244
• Mol file: 878648-67-0.mol

Synonyms:(+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide

Chemical Property of (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide

There total 11 articles about (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide 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:

(+/-)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxylic acid (866021-06-9) + 4-<2-(dimethylamino)ethoxy>aniline (62345-76-0) → (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide (878648-67-0)

Guidance literature:

(+/-)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxylic acid; With dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In dichloromethane; at 0 - 25 ℃; for 1.25h;

4-<2-(dimethylamino)ethoxy>aniline; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jm050226i

Reference yield:

2-ethyl-3-(4-methoxyphenyl)oxirane-2-carboxylic acid (769073-61-2) → (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide (878648-67-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 11.553 g / 5 h / 60 - 100 °C

2.1: NaH / tetrahydrofuran; hexane / 3 h / 25 °C

2.2: 100 percent / tetrahydrofuran; hexane / 14 h / 25 °C

3.1: 55 percent / BBr₃ / CH₂Cl₂ / 7.5 h / -78 - 25 °C

4.1: 81 percent / imidazole / dimethylformamide / 3.5 h / 25 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 - 10 °C

5.2: 78 percent / tetrahydrofuran; hexane

6.1: HBTU; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.25 h / 0 - 25 °C

6.2: diisopropylethylamine / CH₂Cl₂ / 1 h / 25 °C

With 1H-imidazole; dmap; n-butyllithium; boron tribromide; sodium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050226i

Reference yield:

tert-butyl 4-(2-(dimethylamino)ethoxy)phenylcarbamate (866021-31-0) → (+/-)-N-(4-(2-(dimethylamino)ethoxy)phenyl)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxamide (878648-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 79 percent / aq. HCl / ethyl acetate / 2 h / 25 °C

2.1: HBTU; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.25 h / 0 - 25 °C

2.2: diisopropylethylamine / CH₂Cl₂ / 1 h / 25 °C

With hydrogenchloride; dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In dichloromethane; ethyl acetate;

DOI:10.1021/jm050226i

upstream raw materials:

(+/-)-3-ethyl-6-triisopropylsiloxy-2-(4-triisopropylsiloxyphenyl)-1H-indene-1-carboxylic acid

4-<2-(dimethylamino)ethoxy>aniline

2-ethyl-3-(4-methoxyphenyl)oxirane-2-carboxylic acid

tert-butyl 4-(2-(dimethylamino)ethoxy)phenylcarbamate