Facile and convenient synthesis of (+/-)-Biotin via MgCl2/Et3N-mediated C-C coupling and mitsunobu reaction
Title | Facile and convenient synthesis of (+/-)-Biotin via MgCl2/Et3N-mediated C-C coupling and mitsunobu reaction |
Publication Type | Journal Article |
Year of Publication | 2014 |
Authors | Chavan, SP, Chavan, PN, Lasonkar, PB, Khairnar, LB, Kadam, AL |
Journal | Synlett |
Volume | 25 |
Issue | 20 |
Pagination | 2879-2882 |
Date Published | DEC |
Type of Article | Article |
ISSN | 0936-5214 |
Keywords | Appel reaction, biotin, Mitsunobu reaction, Ozonolysis, Staudinger reduction |
Abstract | A synthesis of (+/-)-biotin is described starting from simple starting materials viz. cyclohexanone and amino malonic acid ester. The key steps involved are MgCl2/Et3N coupling of amino malonic acid ester derivative and acid chloride, Mitsunobu reaction, ozonolysis, Staudinger reduction, novel urea formation, and subsequent dibenzylation. This approach is economical and involves high-yielding steps and simple reaction conditions. |
DOI | 10.1055/s-0034-1379365 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.323 |
Divison category:
Organic Chemistry