1580503-71-4

Upstream product

• 188641-35-2 (4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one 
• 1580503-61-2 (S)-1-((S)-1-phenylethyl)-4-(((triisopropylsilyl)oxy)methyl)pyrrolidin-2-one 
• 13154-24-0 triisopropylsilyl chloride 
• 1580503-67-8 (3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-3-methoxycarbonyl-4-triisopropylsilyloxymethylpyrrolidin-2-one 
• 1580503-64-5 (3S,4S,1'S)-1-(1'-phenylethyl)-3-methyl-4-triisopropylsilyloxymethylpyrrolidin-2-one 

Relevant academic research and scientific papers

Synthesis of a cyclic isostere of α-methyl homoserine by a stereoselective acylation-alkylation sequence of a chiral γ-lactam

Starting from a chiral 4-hydroxymethyl pyrrolidin-2-one, an isostere of α-methyl homoserine tethered on a γ-lactam ring was prepared exploiting a stereoselective acylation-methylation sequence, followed by Curtius rearrangement, and structural assignment was confirmed by n.O.e. experiments. By reverting the sequence, the 3-carboxy-3-methyl derivative having the opposite configuration at C-3 was obtained with total stereoselection, but Curtius rearrangement invariably afforded only inseparable mixtures of decomposition products.