Linkers
AssigneeAkzo Nobel N.V.
InventorWim-Jan Koot
Life of this patent
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Abstract
The invention relates to a compound having the formula I ##STR1## wherein R.sup.1 is hydroxy, (1-6C)alkoxy or NR.sup.4 R.sup.5, R.sup.4 and R.sup.5 being independently hydrogen, (1-6C)alkyl, (3-7C)cycloalkyl, (2-6C)alkenyl, (4-6C)aryl or (5-7C)aralkyl, the aryl groups of which may be optionally substituted with halogen, (1-6C)alkyl or (1-6C)alkoxy; R.sup.2 is a halo atom, (1-8C)acyloxy, --O--C(O)--O-(1-6C)alkyl, --O--C(O)--O-(5-7C)aralkyl, --SR.sup.6, --S(O)R.sup.6, --SeR.sup.6 or --Se(O)R.sup.6, R.sup.6 being (1-6C)alkyl or (4-6C)aryl; and R.sup.3 is --Si(R.sup.7).sub.3, R.sup.7 being independently (1-6C)alkyl or (4-6C)aryl. The compounds of the invention may be used as protective groups or as linkers in solid phase organic chemistry.
Claims18
A compound having the formula I ##STR34## wherein R.sup.1 is hydroxy, (1-6C)alkoxy or NR.sup.4 R.sup.5, R.sup.4 and R.sup.5 being independently hydrogen, (1-6C)alkyl, (3-7C)cycloalkyl, (2-6C)alkenyl, (4-6C)aryl or (5-7C)aralkyl, the aryl groups of which may be optionally substituted with halogen, (1-6C)alkyl or (1-6C)alkoxy;
- R.sup.2 is a halo atom, (1-8C)acyloxy, --O--C(O)--O-(1-6C)alkyl, --O--C(O)--O-(5-7C)aralkyl, --SR.sup.6, --S(O)R.sup.6, --SeR.sup.6 or --Se(O)R.sup.6, R.sup.6 being (1-6C)alkyl or (4-6C)aryl;
- and
- R.sup.3 is --Si(R.sup.7).sub.3, R.sup.7 being independently (1-6C)alkyl or (4-6C)aryl.
A composition having the formula II ##STR37## wherein the symbol ##STR38## represents a solid phase support;
- X is derivatizing group comprising N or O;
- R.sup.2 is a halo atom, (1-8C)acyloxy, --O--C(O)--O-(1-6C)alkyl, --O--C(O)--O-(5-7C)aralkyl, --SR.sup.6, --SeR.sup.6 or --Se (O)R.sup.6, R.sup.6 being (1-6C)alkyl or (4-6C) aryl;
- and
- R.sup.3 is --Si(R.sup.7).sub.3, R.sup.7 being independently (1--6C)alkyl or (4-6C) aryl.
A method for the preparation of small molecules on a solid support, said small molecules being chemically removable therefrom upon application of a cleaving agent, wherein the method comprises the following steps:
- (A) attaching to a solid phase support a compound having the formula I ##STR42## wherein R.sup.1 is a hydroxy, (1-6C)alkoxy or NR.sup.4 R.sup.5, R.sup.4 and R.sup.5 being independently hydrogen, (1-6C)alkyl, (3-7C)cycloalkyl, (2-6C)alkenyl, (4-6C)aryl or (5-7C)aralkyl, the aryl groups of which may be optionally substituted with halogen, (1-6C)alkyl or (1-6C)alkoxy;
- R.sup.2 is a halo atom, (1-8C)acyloxy, --O--C(O)--O-(1-6C)alkyl, --O--C(O)--O-(5-7C)aralkyl, --SR.sup.6, --S(O)R.sup.6, --SeR.sup.6 or --Se(O)R.sup.6, R.sup.6 being (1-6C)alkyl or (4-6C) aryl;
- and
- R.sup.3 is --Si(R.sup.7).sub.3, R.sup.7 being independently (1-6C)alkyl or (4-6C) aryl;
- to provide a composition of the formula II ##STR43## wherein the symbol ##STR44## represents a solid phase support;
- X is a derivatizing group comprising N or O;
- and R.sup.2, and R.sup.3 have the meaning defined above;
- and (B) substituting the R.sup.2 group of the composition of formula II with an optionally protected ligand molecule, which ligand molecule is removable therefrom upon application of a cleaving agent.
Dependencies are inferred from the claim text.