Synthesis of homotaurine and 1-substituted homotaurines from α,β-unsaturated nitriles

Synthesis (Germany)

Volumn 44, Issue 14, 2012, Pages 2225-2230

  Ma, Yunhai ^a   Xu, Jiaxi ^a  

^a BEIJING UNIVERSITY OF CHEMICAL TECHNOLOGY   (China)

Author keywords

acrylonitrile; amino thiols; Michael addition; nucleophile; oxidation; reduction; thioacetic acid

Indexed keywords

ACRYLONITRILE; AMINOTHIOLS; LITHIUM ALUMINUM HYDRIDE; MICHAEL ADDITIONS; PERFORMIC ACIDS; STERIC HINDRANCES; THIOACETIC ACID; UNSATURATED NITRILES;

ACRYLICS; ADDITION REACTIONS; NUCLEOPHILES; OXIDATION; POLYMER BLENDS; REDUCTION;

CYANIDES;

1 (2 CHLOROPHENYL) 2 CYANOETHYL THIOACETIC ACID; 1 (3 CHLOROPHENYL) 2 CYANOETHYL THIOACETIC ACID; 1 (4 CHLOROPHENYL) 2 CYANOETHYL THIOACETIC ACID; 1 AMINOBUTANE 3 SULFONIC ACID; 2 CYANO 1 (4 METHYLPHENYL)CYANOETHYL THIOACETIC ACID; 2 CYANO 1 PHENYLETHYL THIOACETIC ACID; 2 CYANOETHYL THIOACETIC ACID; 2 CYANOPROPAN 2 YL THIOACETIC ACID; 3 AMINO 1 (2 CHLOROPHENYL)PROPANE 1 SULFONIC ACID; 3 AMINO 1 (3 CHLOROPHENYL)PROPANE 1 SULFONIC ACID; 3 AMINO 1 (4 CHLOROPHENYL)PROPANE 1 SULFONIC ACID; 3 AMINO 1 (4 METHYLPHENYL)PROPANE 1 SULFONIC ACID; 3 AMINO 1 PHENYLPROPANE 1 SULFONIC ACID; ACETIC ACID DERIVATIVE; ALUMINUM LITHIUM HYDRIDE; HOMOTAURINE; NITRILE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MICHAEL ADDITION; OXIDATION REDUCTION REACTION; SUBSTITUTION REACTION;

EID: 84863723200     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1289773     Document Type: Article

References (16)

1. Fariello RG, Golden GT, Black JA. Epilepsia: 1981; 22 217
2. Aisen PS, Saumier D, Briand R, Laurin J, Gervais F, Tremblay D, Garceau A. Neurology: 2006; 67 1757
3. Aisen PS. CNS Drug: 2005; 19 989
4. Abbenante G, Prager RH. Aust. J. Chem.: 1990; 43 213
5. Abbenante G, Prager RH. Aust. J. Chem.: 1992; 45 1801
6. Abbenante G, Prager RH. Aust. J. Chem.: 1992; 45 1791
7. Inguimbert N, Coric P, Dhotel H, Bonnard E, Llorens-Cortes C, De Mota N, Fournie-Zaluski M.-C, Roques BP. J. Peptide Res.: 2005; 65 175
8. Hoegenauer K, Hinterding K, Nussbaumer P. Bioorg. Med. Chem. Lett.: 2010; 20 1485
9. Enders D, Berner OM, Vignola N, Bats JW. Chem. Commun.: 2001; 2498
10. Enders D, Harnying W. Synthesis: 2004; 2910
11. Fulco MC, Marinozzi M, Ergun BC, Sardella R, Natalini B, Pellicciari R. Tetrahedron: 2009; 65 8756
12. Pellicciari R, Marinozzi M, Macchiarulo A, Fulco MC, Gafarova J, Serpi M, Giorgi G, Nielsen S, Thomsen C. J. Med. Chem.: 2007; 50 4630
13. Xu CX, Xu JX. Amino Acids: 2011; 41 195
14. Chen N, Xu JX. Tetrahedron: 2012; 68 2513
15. Huang JX, Du D.-M, Xu JX. Synthesis: 2006; 315
16. Yu H, Cao SL, Zhang LL, Liu G, Xu JX. Synthesis: 2009; 2205