142035-70-9Relevant articles and documents
Synthetic method of (R)-3- n-aminobutanol (by machine translation)
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Paragraph 0045; 0046, (2020/02/06)
The invention belongs to, the field (R)- 3 - of pharmaceutical and chemical engineering, and particularly relates to a method for. preparing a product (R)- 3 - with good chemical purity, and optical, purity by, a, preparation method of a chiral drug midbody . (by machine translation)
Efficient synthesis of β'-amino-α, β-unsaturated ketones
Abrunhosa-Thomas, Isabelle,Plas, Aurelie,Kandepedu, Nishanth,Chalard, Pierre,Troin, Yves
, p. 486 - 495 (2013/04/23)
A general and simple procedure to access chiral β'-amino-α, β-enones, in seven steps, from an α,β unsaturated ester has been described. The use of a Horner-Wadsworth-Emmons reaction as a key step for generating the β'-amino-α,β-enones, permits access to a range of substrates under mild conditions and in moderate to high yield.
Stereoselective synthesis and in vivo evaluation of the analgesic activity of polysubstituted bispidines
Plas, Aurelie,Troin, Yves,Chalard, Pierre,Marchand, Fabien,Eschalier, Alain
supporting information, p. 6070 - 6079,10 (2020/09/02)
Hetero-Michael addition on a chiral β'-amino α,β- unsaturated ketone gave, after some structural modifications, β,β'-diamino ketals. Mannich-type reactions of these diamines with an aldehyde led, with high diastereoselectivity, to trisubstituted piperidines. Another highly stereoselective Mannich cyclization, with an N-acyliminium ion generated in situ from the corresponding imide, allowed the preparation of original polycyclic bispidine derivatives. The antinociceptive effect of the three compounds prepared was evaluated in vivo by using the writhing test. If the biological results for the analgesic properties were disappointing, compared with the bispidine HZ2, which has a high affinity for opioid receptors, the modularity of the approach offered the possibility of introducing many substituents for new applications, which was promising because the bispidine core has been described to have many different activities. Total stereoselective synthesis of bispidine derivatives is achieved by using as two successive Mannich reactions key steps. This process constitutes a powerful approach toward the preparation of a polycyclic bispidine backbone with high enantioselectivity.
