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

Base Information

Chemical Name:5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R,5R)-5-(4-nitrobenzyl)pyrrolidin-2-yl]methyl}-2-chloropyridine
CAS No.:1190615-00-9
Molecular Formula:C₂₃H₃₂ClN₃O₃Si
Molecular Weight:462.064
Hs Code.:

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

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

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

There total 15 articles about 5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R,5R)-5-(4-nitrobenzyl)pyrrolidin-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: 50.0%

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

: 1190614-99-3
5-((R)-((tert-butyldimethylsilyl)oxy)((2R,5S)-5-(4-nitrobenzyl)pyrrolidin-2-yl)methyl)-2-chloropyridine

: 1190615-00-9
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R,5R)-5-(4-nitrobenzyl)pyrrolidin-2-yl]methyl}-2-chloropyridine

Guidance literature:: 5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl]methyl}-2-chloropyridine; With sodium cyanoborohydride; In methanol; at 0 ℃; for 6h; Inert atmosphere;

With water; In methanol; at 0 ℃;

Reference yield:

: 23100-12-1
6-chloronicotinylaldehyde

: 1190615-00-9
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R,5R)-5-(4-nitrobenzyl)pyrrolidin-2-yl]methyl}-2-chloropyridine

Guidance literature:: Multi-step reaction with 9 steps

1.1: chloro-trimethyl-silane; triethylamine; magnesium chloride / ethyl acetate / 72 h / 20 °C

2.1: trifluoroacetic acid / methanol / 5 h / 20 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 0 - 3 °C

4.1: water; dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 0 - 5 °C

4.2: 15 °C

4.3: 0 °C / pH 3

5.1: diphenyl phosphoryl azide; triethylamine / toluene / 6 h / 20 °C

5.2: 16 h / 100 °C

6.1: triethylamine / copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 15 h / 20 °C

7.1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 80 °C

7.2: 3 h / 20 °C

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

9.1: methanol; sodium cyanoborohydride / 0 °C

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

Reference yield:

: 1190614-98-2
(R)-2-((S)-(6-chloropyridin-3-yl)((trimethylsilyl)oxy)methyl)hex-5-ynoic acid

: 1190615-00-9
5-{(R)-{[tert-butyl(dimethyl)silyl]oxy}[(2R,5R)-5-(4-nitrobenzyl)pyrrolidin-2-yl]methyl}-2-chloropyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 6 h / 20 °C

1.2: 16 h / 100 °C

2.1: triethylamine / copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 15 h / 20 °C

3.1: pyrrolidine / N,N-dimethyl-formamide / 5 h / 80 °C

3.2: 3 h / 20 °C

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

5.1: methanol; sodium cyanoborohydride / 0 °C

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