1632-19-5

Usage

Uses

Used in Pharmaceutical Industry:
DIMETHYL 3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Chemical Industry:
In the chemical industry, DIMETHYL 3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE is utilized as a building block for the production of heterocyclic compounds. Its versatility in organic synthesis contributes to the creation of a wide range of chemical products.
Used in Organic Synthesis:
DIMETHYL 3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE is employed as a crucial intermediate in organic synthesis, enabling the formation of complex organic molecules. Its presence in various chemical reactions facilitates the development of innovative compounds with diverse applications.

InChI:InChI=1/C8H9NO6/c1-3(10)15-7-6(12)5(11)4(9-7)8(13)14-2/h9,11-12H,1-2H3

Upstream product

• 553-90-2 Dimethyl oxalate 
• 6096-81-7 dimethyl iminodiacetate 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 169616-10-8 dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate 
• 169616-09-5 dimethyl 3,4-bis-(2-methoxyethoxy)-1-benzylpyrrole-2,5-dicarboxylate 
• 169616-07-3 dimethyl 1-benzyl-3,4-diethoxypyrrole-2,5-dicarboxylate 
• 169616-08-4 dimethyl 1-benzyl-3,4-ethylenedioxypyrrole-2,5-dicarboxylate 
• 169616-13-1 3,4-ethylenedioxypyrrole-2,5-dicarboxylic acid 
• 148528-46-5 dimethyl 1-benzyl-3,4-dimethoxypyrrole-2,5-dicarboxylate 
• 148528-45-4 dimethyl-1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate 

Relevant academic research and scientific papers

A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2, 5-dicarboxylates

A general method for the synthesis of N-unsubstituted 3,4-diarylpyrrole-2, 5-dicarboxylates (3) has been developed. The key reactions involved are the Hinsberg-type synthesis of dimethyl N-benzyl-3,4-dihydroxypyrrole-2,5- dicarboxylate (6) followed by palladium-catalyzed Suzuki-Miyaura coupling of its bis-triflate derivative (7). The N-benzyl protecting group of the resulting 3,4-diaryl pyrrole-2,5-dicarboxyl ates (8) is cleanly removed under hydrogenolytic or solvolytic conditions.

3,4-Dialkoxypyrroles and 2,3,7,8,12,13,17,18-octaalkoxyporphyrins

A five-step general synthesis of 3,4-dialkoxypyrroles 7c-f is described starting with the condensation of dimethyl N-benzyliminodiacetate (1 b) and diethyl oxalate to give dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (2b), which is bis-O-alkylated to the corresponding 3,4-diethers 3c-g. Pyrrole N-benzyl cleavage followed by ester hydrolysis and decarboxylation leads to 7c-f in 10-50% overall yield. Pyrroles 7c-f react with formaldehyde or benzaldehydes to give meso-H- (8a-d) or meso-tetraaryloctaalkoxyporphyrins 9a-g in moderate yields.