134209-82-8

Upstream product

• 40052-13-9 mono-tert-butyl malonate 
• 106-95-6 allyl bromide 
• 107-18-6 allyl alcohol 

Downstream Products

• 193530-86-8 2-((R)-4-Oxo-cyclopent-2-enyl)-malonic acid allyl ester tert-butyl ester 
• 134308-64-8 5-[5-{tert-Butoxycarbonyl-[(3S,5R)-5-cyano-3-(2-methoxycarbonyl-ethyl)-4,4,5-trimethyl-pyrrolidin-(2E)-ylidene]-methylsulfanyl}-4-(2-methoxycarbonyl-ethyl)-3-methyl-pyrrol-(2Z)-ylidenemethyl]-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 851303-66-7 C₃₂H₄₆O₅Si 
• 127181-31-1 (1RS,2SR)-1-amino-2-(hydroxymethyl)cyclopropanecarboxylic acid 
• 112575-35-6 (E)-1-Amino-2-(hydroxymethyl)cyclopropane-1-carboxylic acid 

Relevant academic research and scientific papers

COMPOUNDS AND METHODS FOR TREATING TOLL-LIKE RECEPTOR 2-RELATED DISEASES AND CONDITIONS

The present invention relates to compounds and methods useful in the prevention or treatment of diseases or conditions associated with Toll-like receptor 2 activation.

Intramolecular Cyclopropanation: Stereospecific Synthesis of (E)- and (Z)-1-Aminocyclopropane-1-carboxylic Acids

tert-Butyl-substituted allyl malonates, prepared in two steps from malonic acid, are diazotized in high yields.The diazomalonates 7 undergo a stereospecific copper(I)-catalyzed cyclopropanation to give 1-(tert-butoxycarbonyl)-3-oxa-2-oxobicyclohexanes 8 which can be converted to the protected (E)- or (Z)-1-aminocyclopropane-1-carboxylic acids 10 or 15 via Curtius- or Hoffmann-type rearrangements, respectively.The sequences are short (six steps from malonic acid) and proceed with good overall yields (20-40percent overall from malonic acid).The free amino acids 12 and 13 can be liberated in two steps.

Total Synthesis of (+/-)-Bonellin Dimethyl Ester

Bonellin (1) is the green sex-differentiating pigment of Bonellia viridis, a marine animal widely distributed in the Mediterranean Sea.Bonellin dimethylester (rac-2), has been synthesized from the four monocyclic building blocks 6, 7, 8b, 10 and the selectively cleavable malonic ester 9 by an highly convergent synthetic concept. Key Words: Bonellin / Total synthesis / Bonellia virids