Practical Asymmetric Synthesis of a Non-Peptidic αvβ3 Antagonist was written by Keen, Stephen P.;Cowden, Cameron J.;Bishop, Brian C.;Brands, Karel M. J.;Davies, Antony J.;Dolling, Ulf H.;Lieberman, David R.;Stewart, Gavin W.. And the article was included in Journal of Organic Chemistry in 2005.Reference of 10297-05-9 This article mentions the following:
The development of a practical and highly convergent synthesis of an αvβ3 antagonist I is described. The two key fragments present in this compound, a chiral 3-aryl-5-oxopentanoic acid II and a tetrahydropyrido[2,3-b]azepine ring system III (R= Boc), were constructed independently and then coupled at a late stage using a Wittig reaction. The pyridoazepine moiety was prepared from N-Boc 6-chloro-2-aminopyridine via directed ortho-metalation/alkylation followed by in situ cyclization. A Suzuki reaction was then used to attach the propionaldehyde side-chain required for Wittig coupling. The coupling partner was prepared from asym. methanolysis of a 3-substituted glutaric anhydride followed by elaboration of the acid moiety to the requisite β-keto phosphorane. Using this route, kilogram quantities of the desired drug candidate were prepared In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).
1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Reference of 10297-05-9
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com