title: Synthesis of11C-labeled Sulfonyl Carbamates through a Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, and [11C]CO.
abstract: We describe the development of a new methodology focusing on11C-labeling of sulfonyl carbamates in a multicomponent reaction comprised of a sulfonyl azide, an alkyl alcohol, and [11C]CO. A number of11C-labeled sulfonyl carbamates were synthesized and isolated, and the developed methodology was then applied in the preparation of a biologically active molecule. The target compound was obtained in 24±10 % isolated radiochemical yield and was evaluated for binding properties in a tumor cell assay; in vivo biodistribution and imaging studies were also performed. This represents the first successful radiolabeling of a non-peptide angiotensin II receptor subtype 2 agonist, C21, currently in clinical trials for the treatment of idiopathic pulmonary fibrosis.
authors.affiliation: Department of Medicinal Chemistry Division of Organic Pharmaceutical Chemistry Uppsala University 75123 Uppsala Sweden.
authors.forename: Marc Y
authors.identifier: 0000-0002-9441-3767
authors.initials: MY
authors.lastname: Stevens
authors.affiliation: Department of Medicinal Chemistry Division of Organic Pharmaceutical Chemistry Uppsala University 75123 Uppsala Sweden.
authors.forename: Shiao Y
authors.initials: SY
authors.lastname: Chow
authors.affiliation: Department of Medicinal Chemistry Preclinical PET Platform Uppsala University 75183 Uppsala Sweden.
authors.forename: Sergio
authors.initials: S
authors.lastname: Estrada
authors.affiliation: Department of Medicinal Chemistry Division of Molecular Imaging Uppsala University 75183 Uppsala Sweden.
authors.forename: Jonas
authors.initials: J
authors.lastname: Eriksson
authors.affiliation: Department of Medicinal Chemistry Preclinical PET Platform Uppsala University 75183 Uppsala Sweden.
authors.forename: Veronika
authors.initials: V
authors.lastname: Asplund
authors.affiliation: Department of Medicinal Chemistry Division of Molecular Imaging Uppsala University 75183 Uppsala Sweden.
authors.forename: Anna
authors.initials: A
authors.lastname: Orlova
authors.affiliation: Department of Medicinal Chemistry Division of Molecular Imaging Uppsala University 75183 Uppsala Sweden.
authors.forename: Bogdan
authors.initials: B
authors.lastname: Mitran
authors.affiliation: Department of Medicinal Chemistry Division of Molecular Imaging Uppsala University 75183 Uppsala Sweden.
authors.forename: Gunnar
authors.initials: G
authors.lastname: Antoni
authors.affiliation: Department of Medicinal Chemistry Science for Life Laboratory Uppsala University 75123 Uppsala Sweden.
authors.forename: Mats
authors.initials: M
authors.lastname: Larhed
authors.affiliation: Department of Medicinal Chemistry Preclinical PET Platform Uppsala University 75183 Uppsala Sweden.
authors.forename: Ola
authors.initials: O
authors.lastname: Åberg
authors.affiliation: Department of Medicinal Chemistry Division of Organic Pharmaceutical Chemistry Uppsala University 75123 Uppsala Sweden.
authors.forename: Luke R
authors.identifier: 0000-0001-7658-5103
authors.initials: LR
authors.lastname: Odell
keywords: AT2R agonists; multicomponent reactions; radiochemistry; sulfonyl azides; sulfonyl carbamates