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

Base Information

Chemical Name:(2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine
CAS No.:1190391-68-4
Molecular Formula:C₂₄H₃₄N₂O₃Si
Molecular Weight:426.631
Hs Code.:

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

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

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

There total 15 articles about (2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine 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: 63.4%

: 1190391-66-2
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-6-(4-nitrophenyl)-5-oxo-1-phenylhexan-2-yl)carbamate

: 1190391-68-4
(2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine

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

Guidance literature:: 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-6-(4-nitrophenyl)-5-oxo-1-phenylhexan-2-yl)carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

With methanol; sodium cyanoborohydride; at 0 - 20 ℃;

Reference yield: 63.4%

: 1190391-66-2
4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-6-(4-nitrophenyl)-5-oxo-1-phenylhexan-2-yl)carbamate

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

: 1190391-68-4
(2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine

Guidance literature:: 4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-6-(4-nitrophenyl)-5-oxo-1-phenylhexan-2-yl)carbamate; With triethylamine; In dichloromethane; at 20 ℃; for 1.5h;

With sodium cyanoborohydride; In methanol; at 0 - 20 ℃;

Reference yield:

: 1190391-62-8
(2R)-2-[(S)-hydroxy(phenyl)methyl]hex-5-ynoic acid

: 1190391-68-4
(2R,5R)-2-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]-5-(4-nitrobenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4.17 h / 20 °C / Inert atmosphere

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

2.2: 16 h / 105 °C / Inert atmosphere

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

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

4.2: 3 h / 20 °C

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

5.2: 0 - 20 °C

With pyrrolidine; copper(l) iodide; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;