| 摘要 |
Provided are: a novel chiral 4-boronophenylalanine (BPA) derivative; a method for producing the derivative; and a method for producing 18F-2-fluoro-4-borono-L-phenylalanine (18F-labeled BPA; 18F-BPA) using the derivative. A compound represented by formula (1) is prepared. In the formula, R represents BR3R4, BX3− or BX3−M+ (wherein X represents a halogen atom, and M+ represents a monovalent monoatomic cation, a polyatomic cation or a complex cation); R1 represents a hydrogen atom or a protecting group PG1; R2 represents a hydrogen atom or a protecting group PG2; R3 and R4 independently represent OH, or R3, R4 and B together form a ring that serves as a protecting group; and Y represents a halogen atom, NO2, NH2, Sn(R6)3, N═N—NR7R8, OSO2R9, NR10R11, a substituted or unsubstituted phenyliodo group or a substituted or unsubstituted heterocyclic iodo group. The compound is reacted with a fluorination reagent to prepare 18F-labeled BPA. |
| 主权项 |
1. A compound represented by the following formula: where R represents BR3R4, BX3−, or BX3−M+ (X represents halogen; M+ represents monovalent monoatomic cation, polyatomic cation, or complex cation); R1 represents hydrogen or protecting group PG1; R2 represents hydrogen or protecting group PG2; R3 and R4 each represents OH, or else R3 and R4 both combine with B (boron atom), to form a ring serving as protecting group for B, wherein the ring is selected from the group consisting of pinacol, 3,3-dimethyl-1,3-propanediol, N-methyldiethanolamine, 1,8-diaminonaphthalene, N-methyliminodiacetic acid, 1,1,1-trishydroxymethylethane, and catechol; Y represents F, or Br, NO2, NH2, Sn(R6)3, N═N—NR7R8, OSO2R9, NR10R11, substituted or unsubstituted phenyl iodo group, or substituted or unsubstituted heterocyclic iodo group; R6 represents alkyl group having 1 to 7 carbon atoms; R7 and R8, may be the same or different, each represents hydrogen, alkyl group having 1 to 7 carbon atoms, halogen-substituted alkyl group having 1 to 7 carbon atoms, or optionally substituted phenyl group, or else R7 and R8 combine with N to form a 3- to 7-membered cyclic structure; R9 represents alkyl group having 1 to 7 carbon atoms, halogen-substituted alkyl group having 1 to 7 carbon atoms, or optionally substituted phenyl group; and R10 and R11, which may be the same or different, each represents alkyl group having 1 to 7 carbon atoms, halogen-substituted alkyl group having 1 to 7 carbon atoms, or optionally substituted phenyl group, or else R10 and R11 combine with N to form a 3- to 7-membered cyclic structure; except that excluded here from is a situation in which the following conditions simultaneously exist: Y is F, R1 and R2 both represent hydrogen, and R3 and R4 both represent OH. |
