5130-24-5Relevant articles and documents
Novel synthesis routes for the preparation of low toxic vinyl ester and vinyl carbonate monomers
Hofecker, Andreas,Knaack, Patrick,Liska, Robert,Markovic, Marica,Ovsianikov, Aleksandr,Steinbauer, Patrick
supporting information, p. 3629 - 3641 (2020/10/02)
UV curing of photopolymerizable monomers, like (meth)acrylates, has been utilized for coatings for more than half a century and more recently in further developed areas such as tissue engineering. However, these monomers have major disadvantages, e.g., high irritancy and cytotoxicity, which leads to limited use in tissue engineering regarding health issues. Vinyl esters (VE) and vinyl carbonates (VC) can compete with (meth)acrylates in terms of material properties and have significantly lower toxicity, but lack in cost efficient synthesis methods. The purpose of this communication is to establish new pathways to overcome this drawback. It was shown that VEs can be synthesized either by vinyloxy trimethylsilane or by acetaldehyde in excellent yields. Moreover, a new method to synthesize vinyl chloroformate as precursor for VCs in lab scale was evolved by a catalyzed reaction of vinyloxy trimethylsilane with a phosgene solution. Finally, the cytotoxicity tests showed auspicious results.
Rapamycin carbonate esters as immuno-suppressant agents
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, (2008/06/13)
Carbonate esters with rapamycin at position 42 or positions 31 and 42 have been shown to have immunosuppressant properties and are useful in the treatment of transplant rejections and autoimmune diseases. These esters are represented by the formula below: STR1 wherein: R1 and R2 are independently H or --COOR3 but both R1 and R2 cannot be H, and R3 is C1 -C6 alkyl where 1 to 3 hydrogens may be replaced by fluorine, chlorine, bromine or iodine, C3 -C8 cycloalkyl, C2 -C6 alkenyl, or Ar--(CH2)n -- where n is 0 to 6 and Ar is phenyl, phenyl substituted by fluorine, chlorine, bromine, iodine, trifluoromethyl, nitro, cyano, C1 -C6 alkyl or C1 -C6 alkoxy; pyridinyl, indolyl, quinolyl or furanyl; or a pharmaceutically acceptable salt thereof.
Process for the industrial synthesis of vinyl and isopropenyl chloroformate and thiochloroformate
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, (2008/06/13)
The invention relates to a process for the industrial scale synthesis of vinyl and isopropenyl chloroformates and thiochloroformates. According to the invention, phosgene or thiophosgene is reacted, at between 20° and 70° C., with a mercury salt XHg(CH2 CRO), in which X=Cl or --CH2 CRO, where R=H or CH3, in the presence of a solvent or a mixture of solvents having a dielectric constant greater than 10. The process can also be carried out using a mixture of the above solvents with a solvent which is not effective by itself (solvent of low polarity) but which is inexpensive. The yields achieved can exceed 90%.
