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New synthesis system of (C‐11)propyl ketene and its reactons with various alcohols
Author(s) -
Fujii Ryou,
Imahori Yoshio,
Ido Tatsuo,
Yagyu Takehiko,
Horii Hitoshi,
Wakita Kazuo,
Moriyama Yoshihiko,
Ueda Satoshi,
Yamamoto Y. Lucas,
Nakahashi Hisamitsu
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290502
Subject(s) - ketene , chemistry , acylation , reactivity (psychology) , organic chemistry , helium gas , combinatorial chemistry , catalysis , helium , medicine , alternative medicine , pathology
A new synthesis of (C‐11)propyl ketene using a HCl/Helium gas mixture and glass beads was developed. This improved synthesis method gave high yields and good reproducibility, which had been difficult to attain with our previous method. The (C‐11) propyl ketene is a useful precursor for labeling, in high specific activity, bioactive compounds which have a hydroxyl group. The reactivity of (C‐11) propyl ketene in the acylation of various alcohols was evaluated. The relative reactivity of primary, secondary and tertiary alcohols were 1, 0.4 and 0.1, respectively, and the reactivity of the noncarrier added conditions was similar to that using cold propyl ketene. This (C‐11)propyl ketene was also useful for the formation of N‐butyl compounds, making it possible to label many bioactive compounds.