公开(公告)号：US20210206809A1

公开(公告)日：2021-07-08

申请号：US17176837

申请日：2021-02-16

Applicant: VERA THERAPEUTICS, INC.

Inventor： Brian D. Gildea ,  James M. Coull

IPC: C07K14/00 ,  C07D473/18 ,  C07D239/47 ,  C07D239/42 ,  C07K1/16 ,  C07D473/34 ,  C07K1/10 ,  C07D239/54 ,  C07K1/06

Abstract: This application pertains to orthogonally protected esters of peptide nucleic acid (PNA) monomers, which ester groups can be removed under conditions that permit typical backbone and side chain acid- and base-labile protecting groups to remain substantially intact thereby permitting the high yield of PNA monomer carboxylic acids that are suitable for use in PNA oligomer synthesis. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethyl (TCE), 2,2,2-tribromoethyl (TBE), 2-bromoethyl (2-BE) and 2-iodoethyl groups (2-IE). This invention also pertains to novel methods for the synthesis of Backbone Ester compounds and related Backbone Ester Acid Salts.

公开(公告)号：US20210171437A1

公开(公告)日：2021-06-10

申请号：US17181041

申请日：2021-02-22

Applicant: VERA THERAPEUTICS, INC.

Inventor： James M. Coull ,  Brian D. Gildea

IPC: C07C229/08 ,  C07D239/54 ,  C07C271/20 ,  C07D239/47 ,  C07C269/06 ,  C07D473/34 ,  C07C229/26 ,  C07C221/00 ,  C07D473/06 ,  C07D473/18 ,  C07C309/30 ,  C07C225/06 ,  C07C227/18 ,  C07C215/08 ,  C07C213/08

Abstract: The present disclosure pertains to peptide nucleic acid (PNA) monomers and oligomers, as well as methods and compositions useful for the preparation of PNA monomer precursors (e.g. PNA Monomer Esters, Backbone Esters and Backbone Ester Acid Salts, as described below) that can be used to prepare PNA monomers wherein said PNA monomers can be used to prepare said PNA oligomers. In some embodiments, the disclosure features sulfonic acid salts of Backbone Ester compounds, which sulfonic acid salts generally tend to be crystalline and can be obtained in reasonably good yield, often without requiring any chromatographic purification of the reaction product of the Backbone Ester synthesis reaction. This disclosure also pertains to novel methods for the synthesis of said Backbone Ester compounds and novel methods for the formation of the related sulfonic acid salts. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethy-(TCE), 2,2,2-tribromoethyl-(TBE), 2-iodoethyl-groups (2-IE) and 2-bromoethyl-(2-BrE) as the ester group. These particular ester groups can be removed under conditions where both Boc and Fmoc protected amine groups are stable.