5370-33-2

Upstream product

• 3709-08-8 3,3'-dimethylbutyrolactone 
• 74-89-5 methylamine 
• 57294-38-9 N-(tert-butoxycarbonyl)-4-aminobutanoic acid 
• 1290070-56-2 C₂HF₃O₂*C₁₃H₁₉NO₂ 
• 1290070-40-4 C₁₈H₂₇NO₄ 
• 1290070-36-8 2,2-dimethyl-4-[methyl-[(2-methylpropan-2-yl)oxy-oxomethyl]amino]butanoic acid 
• 1290070-32-4 C₁₆H₃₁NO₄ 
• 1290070-23-3 C₁₅H₂₉NO₄ 
• 1290070-22-2 C₁₄H₂₇NO₄ 
• 136788-05-1 N,2-dimethyl-N-<1-(phenylthio)ethenyl>-2-propenamide 
• 136788-10-8 1,3,3-trimethyl-5-(phenylthio)-2-pyrrolidinone 

Relevant academic research and scientific papers

A New Carbanionic One-Carbon Ring Enlargement-Alkylation of Lactams

The lithium-bromine exchange of bicyclic bromo-substituted γ- and δ-lactams has been investigated finding that the lithium intermediates undergo a ring-enlargement reaction eventually leading to the isomeric six- and seven-membered lactams. Interception of the lithium species with electrophiles allows the synthesis of a series of functionalized quinolinones and benzoazepines.

Design, synthesis, and cyclization of 4-aminobutyric acid derivatives: Potential candidates as self-immolative spacers

Self-immolative spacers have gained significant interest in recent years due to their utility in numerous prodrug, sensor and drug delivery systems. However, there are a very limited number of spacers that are capable of undergoing spontaneous and rapid reactions under mild conditions. To address this need, 4-aminobutyric acid derivatives were explored as a potential class of self-immolative spacers. Using a modular approach, eleven N- and α-substituted derivatives of 4-aminobutyric acid were synthesized, and their intramolecular cyclizations to γ-lactams were studied. Kinetics experiments were carried out at physiological pH and temperature, and the observed half-lives for the spacers ranged from 2 to 39 s, depending on the molecular structure. In addition, the pH dependence of the cyclization rate was also explored and it was found that cyclization still occurred rapidly at mildly acidic pH. Therefore, this class of compounds exhibits promise for incorporation into a variety of self-immolative systems where rapid cyclization reactions are desired.

PHOTOCYCLIZATION OF ENAMIDES. 38 REDUCTIVE PHOTOCYCLIZATION OF α-(METHYLTHIO)- AND α-(ARYLTHIO)ENAMIDES

Reductive photocyclization of α-(methylthio)enamide (2) gave exclusively six-membered lactams (3) and (4) while the same reaction of α-(arylthio)enamides (6) and (12) was found to afford five-membered lactams (7) and (13) as major products.A novel total s