154138-26-8

Basic information

• Product Name: succinimido 3,5-dimethylbenzoate
• Synonyms: succinimido 3,5-dimethylbenzoate
• CAS NO: 154138-26-8
• Molecular Weight: 247.251
• Mol File: 154138-26-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: succinimido 3,5-dimethylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: succinimido 3,5-dimethylbenzoate(154138-26-8)
• EPA Substance Registry System: succinimido 3,5-dimethylbenzoate(154138-26-8)

Safety Data

• Hazardous Substances Data: 154138-26-8(Hazardous Substances Data)

Upstream product

• 499-06-9 3,5-dimethylbenzoic acid 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 

Relevant articles and documents

Regiospecific synthesis of 3,5-bis(bromomethyl)benzoic acid, a cysteine crosslinking agent

Bridging two molecules of an organic thiol with the 3,5-dimethylenebenzoic acid (Dmb) group produces a rigid five-carbon Dmb crosslink that is stable to disulfide reducing agents. Radical bromination of 3,5-dimethylbenzoic acid or its succinimido ester gave four α-brominated products. So NMR-pure 3,5-bis(bromomethyl)benzoic acid (Br2Dmb) was regiospecifically synthesized in 38% overall yield by a four-step route from 1,3,5-benzenetricarboxylic acid. S-Alkylation of cysteine methyl ester, a model thiol, with Br2Dmb provided the 2:1 adduct (Cys-OCH3)2Dmb in 79% yield. Subsequent N-protection with di(tert-butyl) dicarbonate gave (Boc-Cys-OCH3)2Dmb in 60% overall yield from cysteine methyl ester. This protected diamino acid is suitable for assembly of two Dmb-crosslinked peptide chains.