公开(公告)号：US20150148524A1

公开(公告)日：2015-05-28

申请号：US14409509

申请日：2013-07-08

Applicant: MONASH UNIVERSITY

Inventor： Zhen Wang ,  Andrea Robinson ,  Nicolas Daniel Spiccia ,  William Roy Jackson

IPC: C07K1/00 ,  C07D255/02 ,  C07K2/00 ,  C07C269/06

CPC classification number: C07K1/006 ,  C07C269/06 ,  C07C2603/18 ,  C07D255/02 ,  C07J9/00 ,  C07J41/0055 ,  C07K2/00 ,  C07C271/22

Abstract: A method for the synthesis of an amino acid analogue or a salt, solvate, derivative, isomer or tautomer thereof comprising the steps of: (i) subjecting an amino acid containing a metathesisable group to metathesis with a compound containing a complementary metathesisable group of formula (I) or (II): (Formulae (I), (II)) wherein R1 and R2 are independently selected from H and substituted or unsubstituted C1 to C4 alkyl; each R3 is either absent or independently selected from a heteroatom, a substituted or unsubstituted C1 to C20 alkyl, and a substituted or unsubstituted C1 to C20 alkyl group interrupted by one or more heteroatoms; and each X is independently selected from H and an effector molecule; in the presence of a reagent to catalyse the metathesis to form a dicarba bridge between the amino acid containing a metathesisable group and the compound containing a complementary metathesisable group; and (ii) reducing the dicarba bridge to form a saturated dicarba bridge, wherein the reagent used to catalyse step (i) also catalyses step (ii).

Abstract translation: 一种用于合成氨基酸类似物或其盐，溶剂合物，衍生物，异构体或互变异构体的方法，包括以下步骤：（i）使含有可复分解基团的氨基酸与含有互补可分解基团的化合物 （I）或（II）：（式（I），（II））其中R 1和R 2独立地选自H和取代或未取代的C 1至C 4烷基; 每个R 3不存在或独立地选自杂原子，取代或未取代的C 1至C 20烷基，以及被一个或多个杂原子间隔的取代或未取代的C 1至C 20烷基; 并且每个X独立地选自H和效应分子; 在试剂的存在下催化复分解，以在含有易位基团的氨基酸与含有互补易位基团的化合物之间形成二桥桥; 和（ii）还原二桥桥以形成饱和二碳桥，其中用于催化步骤（i）的试剂也催化步骤（ii）。