77868-86-1

Usage

Appearance

Pale yellow solid

Usage

Intermediate in the synthesis of various pharmaceuticals and organic compounds

Importance

Building block in the production of various drugs and biologically active molecules

Application

Development of new drugs and medicines due to its structural properties

Utilization

Organic chemistry research and development of new synthetic methods

Reactivity

Versatile as a chemical reagent

Upstream product

• 2067-33-6 5-bromopentanoic acid 
• 4509-90-4 5-bromovaleroyl chloride 
• 41339-29-1 2,5-Dibromo-pentanoyl chloride 
• 1450-81-3 2,5-dibromopentanoic acid 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 89180-84-7 2,5-Dibromopentanoic Acid Bromide 
• 77868-79-2 N-benzyl-2,5-dibromopentanamide 

Downstream Products

• 65379-09-1 N-benzyl-3-phenyl-2-piperidinone 
• 1245644-72-7 (R)-3-hydroxy-1-benzyl-2-piperidinone 
• 111492-68-3 3-hydroxy-1-benzyl-2-piperidinone 
• 614754-21-1 3-acetoxy-1-benzyl-2-piperidinone 

Relevant academic research and scientific papers

Cobalt-Catalyzed Cross-Coupling of α-Bromo Amides with Grignard Reagents

A cobalt-catalyzed cross-coupling between α-bromo amides and Grignard reagents is disclosed. The reaction is general and allows access to a large variety of α-aryl and β,γ-unsaturated amides. Some mechanistic investigations have been undertaken to determine the nature of the intermediate species.

Chemoenzymatic enantioselective synthesis of 3-hydroxy-2-pyrrolidinones and 3-hydroxy-2-piperidinones

The enantioselective synthesis of 3-hydroxypyrrolidin-2-ones and 3-hydroxy piperidin-2-ones has been carried out in high enantiomeric excess employing immobilized lipase from Pseudomonas cepacia.

Convenient Syntheses of Cyclic Carboxamides from α,β,γ,δ and ε-halocarboxamides under Phase Transfer Conditions

Piperazine-2,5-diones (2) were prepared by N-alkylation between two molecules of α-halocarboxamides (1) in the presence of a phase transfer catalyst in yields of 64-88percent. β,γ,δ and ε-Lactams (6,9 and 13) were similarly synthesized by intramolecular N-alkylation of the corresponding halocarboxamides (5, 8 and 12) under phase transfer conditions in 53-99percent yields.Keywords--piperazine-2,5-dione; β-lactam; γ, δ, and ε lactams; bis-β-lactam; phase transfer catalyst; intramolecular N-alkylation

CONVENIENT SYNTHESES OF PIPERAZINE-2,5-DIONES AND LACTAMS FROM HALOCARBOXAMIDES USING PHASE TRANSFER CATALYSTS

Inter- and intramolecular N-alkylation of α-halocarboxamides and dihalocarboxamides in the presence of solid phase transfer catalyst led to the corresponding piperazine-2,5-diones (2) and lactams (4) in the yields of 64-88 and 63-99 percent, respectively.A one-pot synthesis of β-lactams (7) from α-methyl-α,β-dibromopropionyl chloride (5) and α-amino acid using phase transfer catalyst was also successfully achieved.