5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

Base Information

Chemical Name:5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine
CAS No.:1190615-03-2
Molecular Formula:C₂₃H₃₀ClN₃O₃Si
Molecular Weight:460.048
Hs Code.:

Synonyms:5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

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Chemical Property of 5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

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Technology Process of 5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

There total 7 articles about 5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine 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:

: 1190614-94-8
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(6-chloropyridin-3-yl)hex-5-yn-2-yl)carbamate

: 1190615-03-2
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

1.2: 15 h / 20 °C / Inert atmosphere

2.1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

2.2: 3 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With pyrrolidine; copper(l) iodide; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1190614-96-0
(S)-4-benzyl-3-((R)-2-((S)-(6-chloropyridin-3-yl)(hydroxy)methyl)hex-5-ynoyl)oxazolidin-2-one

: 1190615-03-2
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 16 h / 0 - 3 °C / Inert atmosphere

2.1: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 18 h / 0 - 5 °C / Inert atmosphere

2.2: 0 - 15 °C

2.3: 0 °C / pH 3

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

3.2: 16 h / 100 °C / Inert atmosphere

4.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

4.2: 15 h / 20 °C / Inert atmosphere

5.1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

5.2: 3 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With pyrrolidine; 2,6-dimethylpyridine; copper(l) iodide; diphenyl phosphoryl azide; dihydrogen peroxide; triethylamine; trifluoroacetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1190614-97-1
(S)-4-benzyl-3-((R)-2-((S)-(6-chloropyridin-3-yl)((trimethylsilyl)oxy)methyl)hex-5-ynoyl)oxazolidin-2-one

: 1190615-03-2
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 18 h / 0 - 5 °C / Inert atmosphere

1.2: 0 - 15 °C

1.3: 0 °C / pH 3

2.1: triethylamine; diphenyl phosphoryl azide / toluene / 6 h / 20 °C / Inert atmosphere

2.2: 16 h / 100 °C / Inert atmosphere

3.1: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

3.2: 15 h / 20 °C / Inert atmosphere

4.1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

4.2: 3 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With pyrrolidine; copper(l) iodide; diphenyl phosphoryl azide; dihydrogen peroxide; triethylamine; trifluoroacetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;