87573-52-2

Basic information

• Product Name: ethyl [3aS-(3aalpha,4beta,6aalpha)]-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valerate
• Synonyms: ethyl [3aS-(3aalpha,4beta,6aalpha)]-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valerate;(3aS,3aβ,6aβ)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4α-pentanoic acid ethyl ester;Einecs 289-323-8;D-(+)-Biotin ethyl ester;ethyl 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
• CAS NO: 87573-52-2
• Molecular Formula: C₁₂H₂₀N₂O₃S
• Molecular Weight: 272.3638
• EINECS: 289-323-8
• Mol File: 87573-52-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl [3aS-(3aalpha,4beta,6aalpha)]-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valerate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl [3aS-(3aalpha,4beta,6aalpha)]-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valerate(87573-52-2)
• EPA Substance Registry System: ethyl [3aS-(3aalpha,4beta,6aalpha)]-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-valerate(87573-52-2)

Safety Data

• Hazardous Substances Data: 87573-52-2(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 58-85-5 biotin 

Downstream Products

• 69705-14-2 5-((3a5,45,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentyl 4-methylbenzenesulfonate 
• 304439-23-4 (3aS,4S,6aR)-4-(5-bromo-pentyl)tetrahydrothieno[3,4-d]imidazol-2-one 

Relevant articles and documents

Directed molecular recognition: Design and synthesis of neutral receptors for biotin to bind both its functional groups

The neutral receptors 1 and 2 are designed and synthesized for the recognition of biotin, a biologically significant molecule, in chloroform to bind completely both of its functional groups simultaneously, i.e., cyclic urea and the carboxyl groups. The truncated receptor 3 binds only the cyclic urea moiety.

Avidin/Biotin Bioinspired Platform for Dual in Vivo 18F-PET/NIRF Molecular Imaging

The complementary nature of positron emission tomography (PET) and near-infrared fluorescence (NIRF) imaging makes the development of innovative multimodal PET/NIRF probes a very exciting prospect. Herein, the bioinspired design of novel platform exploiting the strength and specificity of interactions between radioactive and fluorescent biotin derivatives and an avidin core is reported. The combination of an original [18F]fluoropyridinylated-biotin derivative and commercially available fluorescent biotin derivatives (Atto-425 and Atto-680) is investigated. The in vivo distribution of such a customized platform is also reported, for the first time, in healthy rodent using PET and ex vivo fluorescence imaging.

Synthesis of a biotin-derived alkyne for Pd-catalyzed coupling reactions

An efficient synthesis of a terminal alkyne derived from d-biotin was developed to provide an alternative for carboxyi-based biotinylation. This approach was illustrated by the preparation of alkyne- and alkene-linked phenylalanine derivatives using palladium-catalyzed Sonogashira and Oh methodology. (Strept)avidin binding was observed using soluble and immobilized receptors. These results demonstrate the applicability of carbon-linked biotin derivatives for use in affinity-based purification and bioanalytical applications.