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Total synthesis of Biotin:
Reference: Lavielle, S.; Bory, S.; Moreau, B.; Luche, M. J.; Marquet, A.J. Am. Chem. Soc., 1978, 100, 1558. DOI
Keywords: Fischer esterification • CarboxAcid -> Alkyl-OH • Sulfide -> Sulfoxide • N-Bn -> N-H • Li-Sulfoxide+Alkyl-X • EC-Alkyl-I/CarboxEster+Li-Sulfoxide • Sulfoxide -> Sulfide • EC-CarboxEster/Urea+LiAlH4 • N-H -> N-Alkyl(2°) • Alkyl-X -> Alkyl-SR • Sulfide-5 • Urea •
Reagents: NH2Bn • O=CCl2 • MeSO2Cl • Sulfide, sodium • Periodate, sodium • LiCHR-Sulfinyl • MeLi • TiCl3 • HBr • HMPA (solvent) •

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