dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate

Base Information

• Chemical Name: dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate
• CAS No.: 1632-19-5
• Molecular Formula: C8H9 N O6
• Molecular Weight: 215.163
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60369463
• Wikidata: Q82156548
• Mol file: 1632-19-5.mol

Synonyms:1632-19-5;DIMETHYL 3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE;dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate;2,5-dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate;1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dihydroxy-, 2,5-dimethyl ester;Maybridge4_003392;Oprea1_640538;DTXSID60369463;QCPBGHYMHYWRHG-UHFFFAOYSA-N;HMS1530K04;AMY10220;BAA63219;CCG-49610;MFCD00276587;AKOS022181634;SB62272;AS-72454;BP-12434;CS-0150904;D95880;SR-01000639057-1;BRD-K42926222-001-02-9;DIMETHYL3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE;?DIMETHYL 3,4-DIHYDROXYPYRROLE-2,5-DICARBOXYLATE

Chemical Property of dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 3.57E-08mmHg at 25°C
• Melting Point: 209-212°C
• Boiling Point: 268-272°C
• PKA: 6.27±0.20(Predicted)
• Flash Point: >110°C
• PSA: 108.85000
• Density: 1,248 g/cm3
• LogP: -0.00090
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 215.04298701
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl 3,4-dihydroxypyrrole-2,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=C(N1)C(=O)OC)O)O

Technology Process of dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate

There total 3 articles about dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

Dimethyl oxalate (553-90-2) + dimethyl iminodiacetate (6096-81-7) → dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate (1632-19-5)

Guidance literature:

Dimethyl oxalate; With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere; Reflux;

dimethyl iminodiacetate; In tetrahydrofuran; mineral oil; Inert atmosphere; Reflux;

DOI:10.3987/COM-08-S(F)89

Reference yield:

dimethyl iminodiacetate (6096-81-7) + oxalic acid diethyl ester (95-92-1) → dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate (1632-19-5)

Guidance literature:

With sodium methylate;

Reference yield:

→ dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate (1632-19-5)

Guidance literature:

Dimethyloxalat, Dimethyl-N-acetyl-iminodiacetat, sd. NaOMe-Lsg. (30 Min.);

upstream raw materials:

dimethyl iminodiacetate

oxalic acid diethyl ester

Dimethyl oxalate

Downstream raw materials:

dimethyl-1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate

dimethyl 1-benzyl-3,4-dihexyloxypyrrole-2,5-dicarboxylate

dimethyl 3,4-bis-(2-methoxyethoxy)-1-benzylpyrrole-2,5-dicarboxylate

dimethyl 1-benzyl-3,4-diethoxypyrrole-2,5-dicarboxylate

Refernces

• 1、 Merz,Schropp,Dotterl. "3,4-Dialkoxypyrroles and 2,3,7,8,12,13,17,18-octaalkoxyporphyrins". . p. 795 - 800. Retrieved 2007/10/02.