9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

Base Information

Chemical Name:9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine
CAS No.:515826-72-9
Molecular Formula:C₂₃H₃₃N₅OSi
Molecular Weight:423.633
Hs Code.:

9-[3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9<i>H</i>-purin-6-ylamine

Synonyms:9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

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Chemical Property of 9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

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Technology Process of 9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

There total 4 articles about 9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine 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: 71.0%

: 515826-69-4
9-[(1S,3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentyl]-8-iodo-9H-purin-6-amine

: 98-80-6
phenylboronic acid

: 515826-72-9
9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 80 ℃; for 12h;
DOI:10.1081/NCN-120016613

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 515826-72-9
9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: 73 percent / I₂ / tetrahydrofuran

3.1: 71 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 12 h / 80 °C

With 1H-imidazole; sodium carbonate; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-120016613

Reference yield:

: 112966-73-1,220285-03-0
[(1R,3S)-3-(6-amino-9H-purin-9-yl)cyclopentyl]methanol

: 515826-72-9
9-[3-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]-8-phenyl-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: LDA / tetrahydrofuran / -78 °C

2.2: 73 percent / I₂ / tetrahydrofuran

3.1: 71 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / 12 h / 80 °C

With 1H-imidazole; sodium carbonate; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-120016613