In an article, author is Sasaki, Ryosuke, once mentioned the application of 97-90-5, Name: Ethane-1,2-diyl bis(2-methylacrylate), Name is Ethane-1,2-diyl bis(2-methylacrylate), molecular formula is C10H14O4, molecular weight is 198.22, MDL number is MFCD00008590, category is thiazolidines. Now introduce a scientific discovery about this category.
Benzyl (R)-2-(Acetylthio)Propanoate: A Promising Sulfur Isoster of (R)-Lactic Acid and Ester Precursors
In this paper, an accessible chiral pool synthesis of benzyl (R)-2-(acetylthio)propanoate (acetylthiolactate), which is less odorous than the methyl or ethyl analogue, was performed through a clean S(N)2 displacement reaction using available AcSK with tris[2-(2-methoxyethoxy)]ethylamine (TDA-1), starting from commercially available benzyl (S)-lactate in 76%, 94% ee (2 steps). Deprotection of the acetyl group using N,N-dimethylethylenediamine afforded benzyl (R)-2-sulfanylpropanoate in 93% yield with 90% el:. These two sulfur-containing benzyl esters were sufficiently odorless to be purified by column chromatography. Direct HPLC analysis was applied to determine the enantiomeric excess without thiazolidin-4-one derivatizations. A complementary debenzylation of benzyl (R)-2-(acetylthio)propanoate was also performed using HBr/AcOH to afford (R)-2-(acetylthio)propanoic acid without critical racemization in 92% yield with 92% ee.
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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com