Diastereoselective amidoalkylation of (3S,7aR)-6-benzyl-7-hydroxy-3-phenyltetra-hydro-5H-imidazo[1,5-c][1, 3]thiazol-5-one : a short and highly efficient synthesis of (+)-biotin
| Title | Diastereoselective amidoalkylation of (3S,7aR)-6-benzyl-7-hydroxy-3-phenyltetra-hydro-5H-imidazo[1,5-c][1, 3]thiazol-5-one : a short and highly efficient synthesis of (+)-biotin |
| Publication Type | Journal Article |
| Year of Publication | 2005 |
| Authors | Chavan, SP, Chittiboyina, AG, Ravindranathan, T, Kamat, SK, Kalkote, UR |
| Journal | Journal of Organic Chemistry |
| Volume | 70 |
| Issue | 5 |
| Pagination | 1901-1903 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 0022-3263 |
| Abstract | A short and highly efficient synthesis of W-biotin in 10 steps with 20% overall yield has been achieved from L-cysteine involving amidoalkylation of hydroxy imidazothiazolone 4 via an acyliminium ion intermediate to furnish C-7-substituted imidazothiazolones 5b as the key step. |
| DOI | 10.1021/jo0488107 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.785 |
Divison category:
Organic Chemistry