7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-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-butyldimethylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one
• CAS No.: 590385-88-9
• Molecular Formula: C₃₈H₅₂BrN₃O₅SSi₂
• Molecular Weight: 798.989

Synonyms:7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-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-butyldimethylsilyloxyphenyl)-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:

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

There total 7 articles about 7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-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: 67.0%

7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one (153718-76-4) + [2-[3-bromo-4-(tertbutyldimethylsilyloxy)phenyl]-1-(tert-butyldimethylsilyloxymethyl)ethyl]tritylamine (425630-02-0) → 7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (590385-88-9)

Guidance literature:

[2-[3-bromo-4-(tertbutyldimethylsilyloxy)phenyl]-1-(tert-butyldimethylsilyloxymethyl)ethyl]tritylamine; With hydrogenchloride; In methanol; at 20 ℃; for 0.5h;

7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one; In methanol; at 20 ℃; for 48h;

DOI:10.1021/ja0365330

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → 7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (590385-88-9)

Guidance literature:

Multi-step reaction with 5 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: HCl / methanol / 0.5 h / 20 °C

5.2: 67 percent / methanol / 48 h / 20 °C

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

DOI:10.1021/ja0365330

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 7-[2-(3-bromo-4-tert-butyldimethylsilyloxyphenyl)-1-(tert-butyldimethylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one (590385-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 87 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2.5 h / 0 °C

2.1: HCl / methanol / 0.5 h / 20 °C

2.2: 67 percent / methanol / 48 h / 20 °C

With hydrogenchloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;

DOI:10.1021/ja0365330

upstream raw materials:

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

[2-[3-bromo-4-(tertbutyldimethylsilyloxy)phenyl]-1-(tert-butyldimethylsilyloxymethyl)ethyl]tritylamine

L-tyrosine methyl ester HCl

tert-butyldimethylsilyl chloride

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

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