2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

Base Information

• Chemical Name: 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole
• CAS No.: 189268-27-7
• Molecular Formula: C₂₈H₃₀Cl₂N₂OSi
• Molecular Weight: 509.55

Synonyms:2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

Chemical Property of 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

Chemical Property:

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Technology Process of 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

There total 3 articles about 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole 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: 50.2%

1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,4-dichlorophenyl]-1H-pyrrole-2-carbonitrile (189268-26-6) → 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole (189268-27-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h;

DOI:10.1021/jm030159x

Reference yield:

3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dichlorobenzene (167837-45-8) → 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole (189268-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85.9 percent / acetic acid / 1 h / 90 °C

2.1: CH₂Cl₂ / 1.5 h

2.2: 73.6 percent / DMF / CH₂Cl₂ / 1.5 h / -20 - 20 °C

3.1: 50.2 percent / lithium aluminum hydride / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane; acetic acid;

DOI:10.1021/jm030159x

Reference yield:

1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole (189268-25-5) → 2-aminomethyl-1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole (189268-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / 1.5 h

1.2: 73.6 percent / DMF / CH₂Cl₂ / 1.5 h / -20 - 20 °C

2.1: 50.2 percent / lithium aluminum hydride / tetrahydrofuran / 1 h

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030159x

upstream raw materials:

1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,4-dichlorophenyl]-1H-pyrrole-2-carbonitrile

3-amino-1-(tert-butyldiphenylsilyloxymethyl)-2,6-dichlorobenzene

1-[3-(tert-butyldiphenylsilyloxymethyl)-2,4-dichlorophenyl]pyrrole

Downstream raw materials:

4-{(1E)-3-[({1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,4-dichlorophenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N-(2-pyridynylmethyl)benzamide

Methanesulfonic acid 2,6-dichloro-3-(2-{[(E)-3-(4-dimethylcarbamoyl-phenyl)-acryloylamino]-methyl}-pyrrol-1-yl)-benzyl ester

4-{(1E)-3-[({1-[2,4-dichloro-3-(hydroxymethyl)phenyl]-1H-pyrrol-2-yl}methyl)amino]-3-oxo-1-propenyl}-N,N-dimethylbenzamide

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