20806-43-3Relevant articles and documents
A new method for formacetal linkage formation: Protection of alcohols, phenols and carboxylic acids
Sawada, Daisuke,Ito, Yukishige
, p. 2501 - 2504 (2001)
A new formacetal linkage (ROCH2OR′) forming reaction was developed, which exploited a combination of sulfide (R′OCH2SR″) and CuBr2-Bu4NBr. This reaction proceeded to give high yields under neutral conditions and was applied to the protection of alcohols, phenols and carboxylic acids by several types of α-oxymethyl groups.
N,N-diarylammonium pyrosulfate as a highly effective reverse micelle-type catalyst for hydrolysis of esters
Koshikari, Yoshiki,Sakakura, Akira,Ishihara, Kazuaki
experimental part, p. 3194 - 3197 (2012/07/31)
Reverse micelle-type N,N-diarylammonium pyrosulfate (3-5 mol %) efficiently catalyzes the hydrolysis of esters (up to 100 mmol scale) under organic solvent-free conditions. The present method is successfully applied to the hydrolysis of various esters without the decomposition of the base-sensitive moieties and without any loss of optical purity for α-heterosubstituted carboxylic acids.
A stereocontrolled synthesis of a new class of 3,4,5,6- tetrahydropyrimidine-based chiral amino acids
Zamri, Adel,Sirockin, Finton,Abdallah, Mohamed A.
, p. 5157 - 5170 (2007/10/03)
The stereocontrolled synthesis of seven 2-substituted-4-carboxy-3,4,5,6- tetrahydropyrimidines bearing either one chiral center at C-4 or two chiral centers at C-4 and C-8 was performed by condensation of (S)- or (R)- 2,4- diaminobutyric acid (Daba) with iminoethers derived from glycine, (S)- and (R)- serine, (S)- and (R)- tyrosine. Under the conditions reported, epimerization was always completely prevented at the C-4 center, whereas at the C-8 center, it was completely avoided in the case of tyrosine derivatives and considerably diminished for the serine derivatives.
