(S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one

Base Information

• Chemical Name: (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one
• CAS No.: 135159-17-0
• Molecular Formula: C₁₈H₂₆N₂O₅Si
• Molecular Weight: 378.5
• Mol file: 135159-17-0.mol

Synonyms:(S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one

Chemical Property of (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one

There total 1 articles about (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one 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: 96.0%

(S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one (106191-02-0) + 2-nitrobenzyl chloride (610-14-0) → (S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one (135159-17-0)

Guidance literature:

(S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one; With sodium hydride; potassium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1.5h; Inert atmosphere;

2-nitrobenzyl chloride; In tetrahydrofuran; mineral oil; for 0.166667h; Inert atmosphere;

DOI:10.1021/jacs.6b03373

Reference yield: 72.0%

(S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one (135159-17-0) → [(2S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone (135159-18-1)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -70 ℃;

DOI:10.1016/S0040-4039(00)79689-4

Reference yield:

(S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one (135159-17-0) + N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide (145100-51-2) → C19H27F3N2O7SSi

Guidance literature:

(S)-5-(((tert-butyldimethylsilyl)oxy)methyl)-1-(2-nitrobenzoyl)pyrrolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; In tetrahydrofuran; at -78 ℃; for 2h;

upstream raw materials:

(S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one

2-nitrobenzyl chloride

Downstream raw materials:

[(2S,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone

(S)-(2-(((tert-butyldimethylsilyl)oxy)methyl)-2,3-dihydro-1H-pyrrol-1-yl)(2-nitrophenyl)methanone

Formic acid (S)-4-formyl-1-(2-nitro-benzoyl)-2,3-dihydro-1H-pyrrol-2-ylmethyl ester

(S)-(2-(hydroxymethyl)-2,3-dihydro-1H-pyrrol-1-yl)(2-nitrophenyl)methanone