(2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate

Base Information

• Chemical Name: (2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate
• CAS No.: 156333-77-6
• Molecular Formula: C₁₉H₂₉NO₄Si
• Molecular Weight: 363.529
• Mol file: 156333-77-6.mol

Synonyms:(2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate

Chemical Property of (2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate

There total 1 articles about (2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate 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: 75.0%

acetic anhydride (108-24-7) + (S)-1-benzyl-3-(tert-butyldimethylsilyloxy)pyrrolidine-2,5-dione (174684-58-3) → (2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate (156333-77-6)

Guidance literature:

(S)-1-benzyl-3-(tert-butyldimethylsilyloxy)pyrrolidine-2,5-dione; With lithium triethylborohydride; In tetrahydrofuran; dichloromethane; at -78 ℃;

acetic anhydride; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃;

DOI:10.1055/s-2006-926318

Reference yield:

(2S,3S)-1-benzyl-3-{[tert-butyl(dimethyl)silyl]oxy}-5-oxopyrrolidin-2-yl diacetate (156333-77-6) + allyl-trimethyl-silane (762-72-1) → (4S,5S)-5-allyl-1-benzyl-4-(tert-butyldimethylsilanyloxy)-pyrrolidin-2-one + (4S,5R)-5-allyl-1-benzyl-4-(tert-butyldimethylsilanyloxy)-pyrrolidin-2-one

Guidance literature:

With triisopropylsilyl trifluoromethanesulfonate; In toluene; at 0 - 20 ℃; for 4.5h; Title compound not separated from byproducts;

DOI:10.1021/ol050576z

upstream raw materials:

acetic anhydride

(S)-1-benzyl-3-(tert-butyldimethylsilyloxy)pyrrolidine-2,5-dione