7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

Base Information

• Chemical Name: 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one
• CAS No.: 613223-76-0
• Molecular Formula: C₄₈H₅₆BrN₃O₅SSi₂
• Molecular Weight: 923.131
• Mol file: 613223-76-0.mol

Synonyms:7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

Chemical Property of 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

There total 9 articles about 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one 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: 39.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 7-[2-(3-bromo-4-hydroxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)-ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (425620-72-0) → 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (613223-76-0)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 0 ℃; for 4h;

DOI:10.1021/ja0365330

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (613223-76-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / triethylamine / dimethylformamide / 3 h / 20 °C

2.1: 65 percent / NBS / dimethylformamide / 2.5 h / 20 °C

3.1: 96 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 5 h / -78 - 20 °C

4.1: 87 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2.5 h / 0 °C

5.1: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

6.1: HCl / methanol / 0.5 h / 20 °C

6.2: 54 percent / methanol / 16 h / 20 °C

7.1: 39 percent / imidazole / tetrahydrofuran / 4 h / 0 °C

With 1H-imidazole; hydrogenchloride; N-Bromosuccinimide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0365330

Reference yield:

7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one (153718-76-4) → 7-[2-(3-bromo-4-tert-butyldiphenylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (613223-76-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HCl / methanol / 0.5 h / 20 °C

1.2: 54 percent / methanol / 16 h / 20 °C

2.1: 39 percent / imidazole / tetrahydrofuran / 4 h / 0 °C

With 1H-imidazole; hydrogenchloride; In tetrahydrofuran; methanol;

DOI:10.1021/ja0365330

upstream raw materials:

tert-butylchlorodiphenylsilane

7-[2-(3-bromo-4-hydroxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)-ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one

L-tyrosine methyl ester HCl

7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one

Downstream raw materials:

(+)-5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-triazaacephenanthrylen-6-one-8-(hydroxymethyl)-10-spiro-4'-(2'-bromo)cyclohexa-2',5'-dien-1'-one

(+)-5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-1,5,7-triazaacephenanthrylen-6-one-8-methoxy-10-spiro-4'-(2'-bromo)cyclohexa-2',5'-dien-1'-one

5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-1,5,7-triazaacephenanthrylen-6-one-8-(tert-butyldimethylsilyloxymethyl)-10-spiro-4'-(2'-bromo)-cyclohexa-2',5'-dien-1'-one

5-(toluene-4-sulfonyl)-3,5,7,8,9,10-hexahydro-2H-1,5,7-triazaacephenanthrylen-6-one-8-(tert-butyldimethylsilyloxymethyl)-10-spiro-4'-(2'-bromo)-cyclohexa-2',5'-dien-1'-one