152669-39-1Relevant articles and documents
Convergent synthesis of a key intermediate for hypocholesterolemic agent 1233A, starting from methyl 3-hydroxy-2-methylpropanoate and asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA*)
Guanti, Giuseppe,Banfi, Luca,Schmid, Giovanna
, p. 4239 - 4242 (1994)
Compound 2, which is a known intermediate for the total synthesis of hypocholesterolemic agent 1233A 1, has been synthesized in good overall yield through a convergent approach, employing 3-hydroxy-2-methylpropanoate 6 and BHYMA* 5 as chiral building bloc
Chemoenzymatic Preparation of a Key Intermediate for Carbapenem Synthesis Starting from Asymmetrized Bis(hydroxymethyl)acetaldehyde (BHYMA)
Banfi, Luca,Guanti, Giuseppe,Narisano, Enrica
, p. 7385 - 7392 (2007/10/02)
4-Unsubstituted 2-azetidinones 3a,b, which are useful intermediates for the synthesis of carbapenem abtibiotics, have been enantiospecifically and diastereoselectively prepared starting from asymmetrized bis(hydroxymethyl)acetaldehyde (BHYMA) 4, a new chiral building block obtained through biological methods.The key steps are the highly diastereoselective addition of Me2CuLi to 4 (diast. ratio = 95 : 5), and the regioselective deblocking of tBuMe2Si ether in the presence of a (iPr)3Si ether, by using a novel methodology.