209627-18-9

Upstream product

• 2491-20-5 L-alanine methyl ester hydrochloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 10065-72-2 L-Alanine methyl ester 
• 50899-67-7 (S)-2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-propionic acid methyl ester 

Downstream Products

• 936501-99-4 N-(p-methoxybenzyl)-N-((2S)-chloropropionyl)-L-Ala-OMe 
• 1013038-75-9 (S)-methyl 2-(2-chloro-N-(4-methoxybenzyl)acetamido)propanoate 
• 10065-72-2 L-Alanine methyl ester 
• 209627-23-6 N-((1S)-1-methoxycarbonyl)ethyl-N-(4-methoxyphenylmethyl)-3-aminopyrazine-2-carboxamide 
• 936502-07-7 (3S,4S)-1-(p-methoxybenzyl)-3,4-dimethyl-4-methoxycarbonyl-2-azetidinone 

Relevant academic research and scientific papers

Highly efficient enantioselective synthesis of 1,3-disubstituted 2,5-diketopiperazine derivatives via microwave irradiation

Chiral 2,5-diketopiperazine (2,5-DKP) derivatives have a broad range of biological activities in the medicinal field. The synthetic protocols of 1,3-disubstituted 2,5-DKPs via base-catalyzed cyclization of chloroacetamide have been reported. However, there are several drawbacks, such as an overly long reaction time, low to moderate yield, and racemization of the products. The sequence modified herein of 1,3-disubstituted 2,5-DKPs involves microwave-assisted cyclization. It increases yields and reduces reaction time. Furthermore, employing N-PMB protection prevents racemization, which frequently occurs in the base-catalyzed cyclization reaction. Consequently, the rapid synthetic method of enantiomerically pure 1,3-disubstituted 2,5-DKPs via microwave reaction was established successfully.

Azetidine-derived amino acids versus proline derivatives. Alternative trends in reverse turn induction

(Figure Presented) The influence of 2-alkyl-2-carboxyazetidines (Aze) on the 3D structure of model tetrapeptides R2CO-2-R1Aze-L- Ala-NHMe has been analyzed by molecular modeling, 1H NMR, and FT-IR studies. The conformation

Total synthesis of ent-lepadin F and G by a tandem ene-yne-ene ring closing metathesis

(Chemical Equation Presented) The first total synthesis of the decahydroquinoline-alkaloids lepadin F and G is described. As key steps, the decahydroquinoline skeleton has been synthesized by utilizing a tandem ene-yne-ene ring closing metathesis of an acyclic precursor followed by a stereoselective hydrogenation of the resulting diene moiety. The selectivity of these two steps was achieved by a well-directed hydroxyl protection strategy. The synthesized compounds were found to be enantiomers of natural lepadin F and G, consequently the absolute configuration of the natural compounds could be assigned.

Efficient solid-phase synthesis of highly functionalized 1,4-benzodiazepin-5-one derivatives and related compounds by intramolecular aza-wittig reactions

Due to their widespread biological activities and favorable pharmacokinetic properties, benzodiazepines were among the first classes of small molecules to be synthesized on solid supports. Since then, there have been numerous reports on the synthesis of similar skeletons. We have employed the T1 triazene linker to yield 1,4-benzodiazepin-5-one. Starting from various substituted triazene resins, cleavage in the presence of an azide donor, such as trimethylsilylazide, gave rise to aryl azides. Intramolecular aza-Wittig reactions produced the appropriately functionalized N-heterocycles. By using this route, the natural product deoxyvasicinone and related compounds were prepared.