151670-73-4

Upstream product

• 1469876-45-6 C₁₉H₂₄N₂O₃ 
• 219802-32-1 (S)-2-((S)-1-Furan-2-yl-ethylamino)-3-methyl-butan-1-ol 
• 87666-71-5 (E)-(S)-N-(2-hydroxy-1-isopropylethyl)-(2-furyl)methylideneamine 
• 98-01-1 furfural 
• 188772-54-5 (E)-1-(furan-2-yl)ethanone O-benzyloxime 
• 1450-49-3 (E)-1-(furan-2-yl)ethanone oxime 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 98-88-4 benzoyl chloride 
• 27948-38-5 (1S)-1-(furan-2-yl)ethanamine 

Downstream Products

• 2198-64-3 N-benzoyl-L-alanine 

Relevant academic research and scientific papers

Circular Dichroic Method for the Determination of Absolute Configuration of α-Furfuryl Amines

An unambiguous assignment of absolute configuration of α-furfuryl amines by using the circular dichroic method is described.

Asymmetric synthesis of α-(heteroaryl)alkylamines and α-amino acids via nucleophilic 1,2-addition of lithiated heterocycles to aldehyde SAMP-hydrazones

The asymmetric synthesis of α-(heteroaryl)alkylamines was accomplished by employing a diastereoselective nucleophilic 1,2-addition of lithiated aromatic heterocycles to aldehyde SAMP-hydrazones, followed by BH 3·THF or SmI2 promoted removal of the chiral auxiliary. The CBz or benzoyl-protected amines were obtained in good yields (40%-78%) and excellent enantiomeric excesses (ee = 88%-99%). The methodology can be applied to the synthesis of highly enantioenriched α-amino acids (ee = 90%-99%). TUeBITAK.

Novel enantioselective synthesis of both enantiomers of furan-2-yl amines and amino acids

A new enantioselective synthesis of furan-2-yl amines and amino acids is described, in which the key step is the oxazaborolidine-catalyzed enantioselective reduction of O-benzyl (E)- and (Z)-furan-2-yl ketone oximes to the corresponding chiral amines. The chirality of the furan-2-yl amines is fully controlled by the appropriate choice of the geometrical isomer of the O-benzyl oxime. Oxidation of the furan ring furnished amino acids in high yields.

Synthesis of (S)- and (R)-1-(2-furyl)alkylamines and (S)- and (R)-α- amino acids through the addition of organometallic reagents to imines derived from (S)-Valinol

(S)-1-(2-Furyl)alkylamines were prepared through the addition of organometallic reagents to the imine derived from 2-furaldehyde and (S)- valinol, previous protection of the auxiliary hydroxy group as trimethylsilyl ether, followed by removal of the auxiliary. Then, protection of the primary amine as tosylamide or benzamide and oxidation of the furan ring gave the N- derivatives of (S)-α-amino acids. (R)-N-Benzoylphenylglycine was prepared from the benzaldimine, where the hydroxy group was protected as the tert- butyldimethylsilyl ether, through addition of 2-furyllithium.