tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

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Chemical Name:tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate
CAS No.:1190391-69-5
Molecular Formula:C₂₉H₄₂N₂O₅Si
Molecular Weight:526.748
Hs Code.:

Synonyms:tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

There total 13 articles about tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate 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: 87.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1190391-67-3
(2R,5S)-2-((R)-((tert-butyldimethylsilyl)oxy)(phenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine

: 1190391-69-5
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; Inert atmosphere;
DOI:10.1021/jm4017224

Reference yield:

: 1190391-64-0
4-methoxybenzyl {(1R)-1-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pent-4-yn-1-yl}carbamate

: 1190391-69-5
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; copper(l) iodide / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

2.1: pyrrolidine / N,N-dimethyl-formamide / 3 h / 80 °C

2.2: 3 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

3.2: 0 - 20 °C

4.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyrrolidine; copper(l) iodide; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1190391-63-9
(R)-2-((S)-phenyl((trimethylsilyl)oxy)methyl)hex-5-ynoic acid

: 1190391-69-5
tert-butyl (2R,5S)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 20 °C / Inert atmosphere

1.2: 16 h / 105 °C / Inert atmosphere

2.1: triethylamine; copper(l) iodide / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

3.1: pyrrolidine / N,N-dimethyl-formamide / 3 h / 80 °C

3.2: 3 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

4.2: 0 - 20 °C

5.1: triethylamine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyrrolidine; copper(l) iodide; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;