C - Chemistry – Metallurgy – 07 – K
Patent
C - Chemistry, Metallurgy
07
K
C07K 5/04 (2006.01) C07C 67/02 (2006.01) C07C 67/03 (2006.01) C07C 69/614 (2006.01) C07C 231/02 (2006.01) C07F 7/08 (2006.01) C07F 9/09 (2006.01) C07F 9/40 (2006.01) C07H 21/00 (2006.01) C07K 1/12 (2006.01) C07K 7/06 (2006.01)
Patent
CA 2073818
ABSTRACT OF THE DISCLOSURE Optically active substances and biomolecules such as peptides, amino acids and nucleic acids are sensitive to elevated temperatures, extreme pH values and/or long reaction times. During chemical synthesis, therefore, these molecules easily become racemised or denatured. The inventive method provides mild reaction conditions for saponification, ammonolysis or transesterification of acid derivatives or splitting of polymer-bonded molecules. Transesterification, saponification or splitting of polymer-bonded molecules, e.g. in Merrifield synthesis, is brought about by combined use of an amidine base and a metal compound in the presence of an alcohol or water. When amino acid or peptide esters are saponified, the splitting is brought about with lithium hydroxide alone under mild conditions. The use of an amidine base, more particularly DBU or DBN, in combination with the metal salt accelerates the reaction so strongly that even sensitive acid derivatives can be reacted under mild conditions.
Drauz Karl Heinz
Kottenhahn Matthias
Mueller Thomas
Seebach Dieter
Thaler Adrian
Aktiengesellschaft Degussa
Marks & Clerk
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