357274-59-0

Upstream product

• 114396-70-2 (S)-N-Cbz-α-MeSer(OH)-OH 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 942150-86-9 3-benzyl 4-methyl (S)-4-methyl-2-oxooxazolidine-3,4-dicarboxylate 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 31139-36-3 dibenzyl dicarbonate 
• 147316-32-3 (2S)-methyl 2-amino-3-hydroxy-2-methylpropanoate 
• 186581-53-3 diazomethane 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 501-53-1 benzyl chloroformate 
• 212776-36-8 diethyl 2-(benzyloxycarbonylamino)-2-methylmalonate 
• 858132-47-5 benzyl [(1R,2E)-1-methyl-1-[(trityloxy)methyl]but-2-en-1-yl] carbamate 
• 858132-49-7 ((S)-1-Formyl-1-methyl-2-trityloxy-ethyl)-carbamic acid benzyl ester 
• 1026913-67-6 C₂₆H₂₅NO₂ 
• 942150-87-0 C₁₃H₁₇NO₇S 

Downstream Products

• 1015251-55-4 (S)-methyl 2-(benzyloxycarbonylamino)-2-methyl-3-oxopropanoate 
• 1203459-04-4 C₁₅H₂₁NO₆ 
• 114396-70-2 (S)-N-Cbz-α-MeSer(OH)-OH 

Relevant academic research and scientific papers

Total synthesis and structure elucidation of JBIR-39: A linear hexapeptide possessing piperazic acid and γ-hydroxypiperazic acid residues

The total synthesis and stereochemical structural elucidation of JBIR-39, containing four nonproteinogenic piperazic acid (Piz) residues, is reported. The synthesis includes Sc(OTf)3-catalyzed acylation of a Piz(γ-OTBS) derivative with piperazi

Highly efficient and selective phosphorylation of amino acid derivatives and polyols catalysed by 2-aryl-4-(dimethylamino)pyridine-N-oxides-towards kinase-like reactivity

The chemoselective phosphorylation of hydroxyl containing amino acid derivatives and polyols by phosphoryl chlorides catalyzed by 2-aryl-4-(dimethylamino)pyridine-N-oxides is described.

New fast and practical method for the enantioselective synthesis of α-vinyl, α-alkyl quaternary α-amino acids

We describe a fast and practical enantioselective synthesis of (S)-N-Cbz-α-vinyl, phenylalanine, suitable for the preparation of different N-Cbz-α-vinyl aminoacids of both configurations. The new protocol exploits a Wittig reaction on highly enantiomeric enriched N-Cbz-α-formyl-α-alkyl amino esters, readily accessible from (l)-serine through a stereoselective alkylation of Seebach's oxazolidine, carried out with a significant improvement of the previously reported method. The synthetic scheme is suitable for gram scale preparation of the desired product with a 94% ee.

Synthesis of an immunomodulator (+)-conagenin and its analogs

Stereoselective synthesis of an immunomodulator (+)-conagenin was achieved. Both amine and carboxylic acid moieties were prepared from commercially available optically active methyl 3-hydroxy-2-methylpropanoate using dirhodium(II)-catalyzed C-H amination

Synthesis of (+)-conagenin

An efficient total synthesis of (+)-conagenin was achieved. The right fragment of conagenin, α-methylserine containing a quaternary stereocenter attached to nitrogen, was synthesized using allyl cyanate-to-isocyanate rearrangement. The left fragment, 2,4-

Chemoenzymatic total synthesis of (+)-conagenin, a low-molecular-weight immunomodulator

Total synthesis of (+)-conagenin, a low-molecular-weight immunomodulator, was achieved based on enantioselective enzymatic reactions followed by chemoselective reductions.