136137-85-4

Basic information

• Product Name: (3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate
• Synonyms: (3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate
• CAS NO: 136137-85-4
• Molecular Weight: 305.287
• Mol File: 136137-85-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate(136137-85-4)
• EPA Substance Registry System: (3R,4R)-1-benzyl-2,5-dioxopyrrolidine-3,4-diyl diacetate(136137-85-4)

Safety Data

• Hazardous Substances Data: 136137-85-4(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 75172-31-5 (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione 
• 87-69-4 L-Tartaric acid 
• 100-46-9 benzylamine 
• 6283-74-5 (3R-trans)-dihydro-2,5-dioxofuran-3,4-diyl diacetate 
• 165388-00-1 methyl (2R,3R)-4-(N-benzylcarbamoyl)-2,3-dihydroxybutyrate 
• 115061-63-7 (2R,3R)-2,3-diacetoxy-4-(benzylamino)-4-oxobutanoic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 1021168-30-8 (3R,4R,5R)-3,4-bis(acetoxy)-5-hydroxy-1-benzyl-2-pyrrolidinone 
• 140134-21-0 (3S,4S)-1-benzyl-pyrrolidine-3,4-diamine 
• 1021949-25-6 (3R,4R)-N₃,N₄-bis[3,5-di-t-butylsalicylidene]-1-benzyl-3,4-diaminopyrrolidine 
• 1228314-74-6 C₃₃H₂₉N₃O₂ 
• 1021168-31-9 (3R,4R,5R)-3,4,5-tris(acetoxy)-1-benzyl-2-oxopyrrolidine 
• 75172-31-5 (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione 
• 90365-74-5 (3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol 
• 136137-88-7 (2R,3S)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-heptadecanoic acid benzylamide 
• 136137-86-5 (3R,4R)-3,4-Bis<(tert-butyldimethylsilyl)oxy>-1-benzyl-2,5-pyrrolidinedione 

Relevant articles and documents

Diastereoselective ritter-like reaction on cyclic trifluoromethylated N,O-acetals derived from L-tartaric acid

Despite the presence of the highly electron-withdrawing fluorinated substituent, cyclic α-trifluoromethylated N-acyliminium ions were successfully generated from fluorinated O-acetyl-N,O-acetal L-tartaric acid derivatives. The addition of nitriles on these intermediates occurred with high to excellent syn diastereoselectivity and led, in most cases, to oxazolines and amides as single diastereomers. The diastereoselectivity of the addition and the nature of the reaction product depend on the substituents on the hydroxyl groups of the tartaric acid scaffold. This methodology gave access to enantiopure, highly functionalized 5-(trifluoromethyl)pyrrolidin-2-one derivatives, bearing the fluorinated substituent on a tetrasubstituted carbon.

Ultrasound-assisted addition of alcohols to N-acyliminium ions mediated by In(OTf)3 and synthesis of 1,2,3-triazoles

An easy and mild approach using ultrasound-assisted reaction addition of alcohols to N-acyliminium ion mediated by Lewis acid, In(OTf)3, allowed the synthesis of ether pyrrolidinones; next, the products were converted to 1,2,3-triazoles using c

Enantioselective trimethylsilylcyanation of benzaldehyde using pyrrolidine-based chiral salen ligands

The in situ formed Ti(IV) complexes of several pyrrolidine-based chiral salen ligands derived from natural (L)-tartaric acid were evaluated as catalysts in the enantioselective trimethylsilylcyanation of benzaldehyde. The catalysts were found to be very active, producing the corresponding product, O-trimethylsilylmandelonitrile, in high yields (>94%) and enantioselectivities of up to 88%.