| Synthesis of Closo-1,7-Carboranyl Alkyl Amines. | |
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MedLine Citation:
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PMID: 22003261 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Of the three closo-carborane isomers (C(2)B(10)H(12)), closo-1,2-carborane has been used most widely in the synthesis of carboranyl amines. However, closo-1,2-carboranes are prone to deboronation to nido-7,8-carborane under various conditions including attack by basic amino groups. In order to overcome this problem, closo-1,7-carboranyl ethyl-, propyl-, and butylamine were synthesized, which should be more stable towards basic deboronation than their closo-1,2-carboranyl counterparts. These closo-1,7-carboranyl amines (5, 18 and 19) were synthesized using two different methods, both starting from the corresponding closo-1,7-carboranyl alkyl iodides (3, 14 and 15). One of the carboranyl alkyl amine (5) was conjugated with folic acid to form a closo-1,7-carborane-folic acid bioconjugate (20). |
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Authors:
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Hitesh K Agarwal; Benjamin Buszek; Kevin G Ricks; Werner Tjarks |
Publication Detail:
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Type: JOURNAL ARTICLE |
Journal Detail:
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Title: Tetrahedron letters Volume: 52 ISSN: 0040-4039 ISO Abbreviation: - Publication Date: 2011 Oct |
Date Detail:
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Created Date: 2011-10-17 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2984819R Medline TA: Tetrahedron Lett Country: - |
Other Details:
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Languages: ENG Pagination: 5664-5667 Citation Subset: - |
Affiliation:
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Division of Medicinal Chemistry & Pharmacognosy, The Ohio State University, 500 West 12th Avenue, Columbus, OH 43210, USA. |
Export Citation:
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Descriptor/Qualifier:
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| Grant Support | |
ID/Acronym/Agency:
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R01 CA127935-01A2//NCI NIH HHS; R01 CA127935-02//NCI NIH HHS; R01 CA127935-03//NCI NIH HHS; R01 CA127935-04//NCI NIH HHS |
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