221205-03-4

Upstream product

• 72-18-4 L-valine 
• 119153-86-5 C₁₆H₂₁NO₆ 
• 90105-46-7 benzyl (S)-(1-diazo-4-methyl-2-oxopentan-3-yl)carbamate 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 112121-72-9 Methyl (R)-(-)-N-benzyloxycarbonylamino-4-methylpentanoate 
• 215608-32-5 (R)-3-<(benzyoxycarbonyl)amino>-4-methylpentanoic acid 

Downstream Products

• 1616868-62-2 (R)-3-benzyloxycarbonylamino-4-methylpentane-1-sulfonic acid 
• 1616868-54-2 (R)-S-3-(benzyloxycarbonylamino)-4-methylpentyl ethanethioate 
• 1616868-42-8 (R)-3-(benzyloxycarbonylamino)-4-methylpentyl methanesulfonate 
• 936691-28-0 benzyl (R)-1-hydroxy-4-methylpentan-3-yl(methyl)carbamate 
• 936691-27-9 C₂₁H₃₇O₃NSi 
• 936691-45-1 (2S,4R)-allyl 4-(2-((1R,3R)-1-acetoxy-3-((2S,3S)-N,3-dimethyl-2-((R)-1-methylpiperidine-2-carboxamido)pentanamido)-4-methylpentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 
• 936691-44-0 (2S,4R)-allyl 4-(2-((1R,3R)-1-acetoxy-3-((2S,3S)-2-amino-N,3-dimethylpentanamido)-4-methylpentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 
• 936691-43-9 allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 
• 936691-42-8 (2S,4R)-allyl 4-(2-((1R,3R)-1-acetoxy-4-methyl-3-(methylamino)pentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 
• 936691-41-7 (2S,4R)-allyl 4-(2-((1R,3R)-1-acetoxy-3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 

Relevant academic research and scientific papers

Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.

Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.

Total synthesis of N14-desacetoxytubulysin H

Equation presented The N14-desacetoxy analogue of tubulysin H was prepared in 20 steps and 2.1% overall yield. Our strategy features a thiazole anion addition to assemble the tubuvaline residue at the C(10)-C(11) bond, as well as acylations at

Convenient in situ synthesis of nonracemic N-protected β-amino aldehydes from β-amino acids. Applications in Wittig reactions and heterocycle synthesis

N-Z-γ-amino alcohols derived from nonracemic β-amino acids are smoothly oxidised by manganese dioxide in acetonitrile to afford aldehydes which can be trapped in situ in Wittig reactions with carbonyl-substituted phosphoranes. The application of this methodology to the synthesis of the alkaloids (S)-(+)-N-BOC-coniine, (S)-(-)-coniceine and a pipecoline precursor is described.