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US 6,147,159 AGranted
Compositions for organic synthesis on solid phase and methods of using the same
AssigneeArgonaut Technologies, Inc.
InventorsYonghan Hu, Jeffrey W. Labadie, John Anthony Porco, Jr., Barry Martin Trost
Life of this patent
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Abstract
A modified solid support for use in solid phase synthesis which comprises: a solid support having a linker group extending therefrom having the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy, aryloxy, fluorine, chlorine, iodine and bromine.
Claims23
A modified solid support for use in solid phase synthesis which comprises:
- a solid support having a linker group extending therefrom having the general formula:
- ##STR76## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl, and
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy, aryloxy, fluorine, chlorine, iodine and bromine.
A method for synthesizing a modified solid support for use in solid phase synthesis comprising:
- providing a solid support having an alkene extending therefrom;
- and
- performing a hydrosilylation reaction on the alkene extending from the solid support with a silane having the general formula:
- ##STR77## wherein R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, fluorine, chlorine, iodine and bromine.
1 more element
A method for synthesizing a modified solid support for use in solid phase synthesis comprising:
- providing a solid support having an alkene extending therefrom whose terminal carbon have substituents R and R' which are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
- performing a hydrosilylation reaction on the alkene extending from the solid support to form a compound having the general formula:
- ##STR78## wherein X.sub.1 is selected from the group consisting of alkyl, cycloalkyl, aryl, fluorine, chlorine, iodine and bromine and X.sub.2 is selected from the group consisting of fluorine, chlorine, iodine and bromine;
- and
- reacting the compound with an alkyl, aryl, alkoxy, or aryloxy metal reagent where the alkyl or aryl metal reagent is selected such that a silane is formed having the general formula:
- ##STR79## where R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, and aryl.
3 more elements
A method for synthesizing a modified solid support including the steps of:
- providing a solid support having a linker group extending therefrom having the general formula:
- ##STR80## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
- and
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy and aryloxy;
- and
- reacting the linker group with a reagent to form a modified linker group having the general formula:
- ##STR81## wherein Y is an activated group for nucleophilic substitution.
4 more elements
A method for synthesizing a modified solid support including the steps of:
- providing a solid support having a linker group extending therefrom having the general formula:
- ##STR82## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl, and
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy and aryloxy:
- and
- reacting the linker group with a reagent to form a modified linker group having the general formula:
- ##STR83## wherein Z is selected from the group consisting of sulfur and oxygen and R.sub.3 is selected from the group consisting of alkyl, cycloalkyl, and aryl.
3 more elements
A method for synthesizing a modified solid support including the steps of:
- providing a solid support having a linker group extending therefrom having the general formula:
- ##STR84## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
- and
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy and aryloxy;
- and
- reacting the linker group with a reagent to form a modified linker group having the general formula:
- ##STR85## wherein R.sub.10 and R.sub.11 are each independently selected such that NR.sub.10 R.sub.11 forms a primary, secondary, or tertiary amine.
4 more elements
A method for synthesizing a modified solid support including the steps of:
- providing a solid support having a linker group extending therefrom having the general formula:
- ##STR86## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
- and
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy and aryloxy;
- and
- reacting the linker group with a reagent to form a modified linker group having the general formula:
- ##STR87## wherein R.sub.4 is independently selected from the group consisting of an alkane, alkene, alkyne, and aryl.
4 more elements
A method for synthesizing a modified solid support including the steps of:
- providing a solid support having a linker group extending therefrom having the general formula:
- ##STR88## wherein R and R' are each independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
- R.sub.1 and R.sub.2 are each independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy and aryloxy;
- and
- Y is an activated group for nucleophilic substitution other than chlorine;
- and
- reacting the linker group with a reagent to form a modified linker group having the general formula:
- ##STR89## wherein R.sub.4 is independently selected from the group consisting of an alkane, alkene, alkyne, and aryl.
5 more elements
Dependencies are inferred from the claim text.