Linker binding carriers for organic synthesis, their production and use
AssigneeTakeda Chemical Industires, Ltd.
InventorsKatsunori Nagai, Tetsuo Miwa
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Abstract
The present invention provides a linker binding carrier for organic synthesis represented by the formula: —Z—W—(SO2X)m wherein  is a carrier, X is a leaving group, Y is a bond or spacer, Z is a bivalent group, when Z is a bivalent electron attractive group, W is an aromatic ring which may be substituted and when Z is a bivalent non-electron attractive group, W is an aromatic ring which is substituted by an electron attractive group and may be further substituted and m is 1 or 2, or a salt thereof, which is useful for synthesizing a novel organic compound.
Claims19
A linker binding carrier for organic synthesis represented by the formula:
- —Y—Z—W—(SO2X)m
- wherein
- is a carrier represented by
- wherein
- is a polystyrene carrier,
- X is a leaving group which is
- (i) a halogen atom or
- (ii) a sulfonyloxy group substituted by alkyl or aryl,
- Y is a bond or spacer selected from the group consisting of
- —(CH2)p—, (i)
- —(CH2)q—NR1—(CH2)r—, (ii)
- —(CH2)q—O—(CH2)r—, (iii)
- —(CH2)q—S—(CH2)r—, (iv)
- —(CH2)q—SO—(CH2)r—, (v)
- —(CH2)q—SO2—(CH2)r—, (vi)
- —CH2NH—, (vii)
- wherein p is an integer of 1 to 6,
- q is an integer of 1 to 3,
- r is an integer of 1 to 3 and
- R1 is a C1-6 alkyl group,
- Z is a bivalent group such that
- when Z is a bivalent electron attractive group,
- the bivalent electron attractive group represented by Z is a carbonyl group, a thiocarbonyl group, a sulfonyl group, a sulfinyl group, a carbamoyl group, a thiocarbamoyl group, a halogeno-methene group or a halogeno-ethene group,
- W is an aromatic ring which may be substituted, wherein the aromatic ring is (i) a C6-14 aromatic hydrocarbon or (ii) an aromatic heterocycle containing 1 to 4 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom or its condensed ring,
- and the C6-14 aromatic hydrocarbon and the aromatic heterocycle or its condensed ring may be substituted by
- (i) a halogen atom,
- (ii) a C1-6 alkyl group which may be substituted by 1 to 3 halogens,
- (iii) a C1-6 alkoxy group which may be substituted by 1 to 3 halogens,
- (iv) a C1-6 alkylthio group which may be substituted by 1 to 3 halogens and
- (v) a hydroxy group,
- when Z is a bivalent non-electron attractive group,
- the bivalent non-electron attractive group represented by Z is a C1-6 alkylene group, C2-6 alkenylene group or C2-6 alkynylene group, which is substituted by hydroxy, amino, carboxyl, nitro, (mono- or di-C1-6 alkyl)amino, C1-6 alkoxy, (C1-6 alkyl)carbonyloxy or a halogen atom,
- W is an aromatic ring which may be substituted by an electron attractive group and may be further substituted
- wherein the aromatic ring W is (i) a C6-14 aromatic hydrocarbon or (ii) an aromatic heterocycle containing 1 to 4 hetero atoms selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom or its condensed ring,
- and the C6-14 aromatic hydrocarbon and the aromatic heterocycle or its condensed ring may be substituted by
- (i) a halogen atom,
- (ii) a C1-6 alkyl group which may be substituted by 1 to 3 halogens,
- (iii) a C1-6 alkoxy group which may be substituted by 1 to 3 halogens,
- (iv) a C1-6 alkylthio group which may be substituted by 1 to 3 halogens and
- (v) a hydroxy group,
- and wherein the electron attractive group substituted on the ring represented by W is a halogen atom, a halogeno-C1-6 alkyl group, a halogeno-C6-14 aryl group, a C1-6 alkylsulfonyl group, a C6-14 aryl sulfonyl group, a C1-6 alkylsulfamoyl group, a C6-14 arylsulfamoyl group, a C1-6 alkylsulfinyl group, a C6-14 arylsulfinyl group, a C1-6 alkoxycarbonyl group, a C6-14 aryloxy-carbonyl group, a carbamoyl group, a thiocarbamoyl group, a carboxyl group, an acyl group, a formyl group, a nitro group or a cyano group,
- and m is 1 or 2,
- or a salt thereof.
Dependencies are inferred from the claim text.