methyl 4H-furo[3,2-b]pyrrole-5-carboxylate

Base Information

• Chemical Name: methyl 4H-furo[3,2-b]pyrrole-5-carboxylate
• CAS No.: 77484-99-2
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Hs Code.: 2934999090
• European Community (EC) Number: 641-193-7
• DSSTox Substance ID: DTXSID40408147
• Nikkaji Number: J1.599.193C
• Wikidata: Q82213526
• ChEMBL ID: CHEMBL4247887
• Mol file: 77484-99-2.mol

Synonyms:methyl 4H-furo[3,2-b]pyrrole-5-carboxylate;77484-99-2;4H-Furo[3,2-b]pyrrole-5-carboxylic acid methyl ester;methyl 4~{H}-furo[3,2-b]pyrrole-5-carboxylate;SCHEMBL989408;CHEMBL4247887;DTXSID40408147;BBL012140;MFCD06797487;STK894048;AKOS000678658;AS-5467;CS-0308336;FT-0682784;EN300-116064;A865221;J-522352;4H-Furo[3,2-b]pyrrole-5-carboxylic acid methylester;4H-Furo[3,2-b]pyrrole-5-carboxylic acid, methyl ester;Z1201623837;F4E

Chemical Property of methyl 4H-furo[3,2-b]pyrrole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 139 °C
• Refractive Index: 1.612
• Boiling Point: 286.363 °C at 760 mmHg
• PKA: 14.22±0.30(Predicted)
• Flash Point: 126.988 °C
• PSA: 55.23000
• Density: 1.348 g/cm³
• LogP: 1.54750
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Methyl4H-Furo[3,2-b]pyrrole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(N1)C=CO2

Technology Process of methyl 4H-furo[3,2-b]pyrrole-5-carboxylate

There total 4 articles about methyl 4H-furo[3,2-b]pyrrole-5-carboxylate 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: 99.0%

β-(2-Furyl)-α-azidoacrylsaeuremethylester (102244-88-2) → furo<3,2-b>pyrrole-5-carboxylic acid methyl ester (77484-99-2)

Guidance literature:

In toluene; at 180 ℃; under 19126.9 Torr; continuous flow reactor;

DOI:10.1039/c0cc04481d

Reference yield: 25.0%

→ furo<3,2-b>pyrrole-5-carboxylic acid methyl ester (77484-99-2)

Guidance literature:

Reference yield:

furfural (98-01-1) → furo<3,2-b>pyrrole-5-carboxylic acid methyl ester (77484-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 percent / sodium methoxide / methanol / 4 h / -10 °C

2: 79 percent / Rh₂(pbf)4 / toluene / 16 h / 60 °C

With sodium methylate; Rh₂(pbf)4; In methanol; toluene;

DOI:10.1021/ja072219k

upstream raw materials:

β-(2-Furyl)-α-azidoacrylsaeuremethylester

furfural

methyl 2-azido-2-(furan-2-yl)acrylate

Downstream raw materials:

4H-furo[3,2-b]pyrrole-5-carboxylic acid

2-methoxyphenyl 4H-furo[3,2-b]pyrrole-5-carboxylate

Refernces

• 1、 -. "PRODRUGS OF FUSED HETEROCYCLIC INHIBITORS OF D-AMINO ACID OXIDASE". . . Retrieved 2011/02/26.
• 2、 Stokes, Benjamin J.,Dong, Huijun,Leslie, Brooke E.,Pumphrey, Ashley L.,Driver, Tom G.. "Intramolecular C-H amination reactions: Exploitation of the Rh 2(II)-catalyzed decomposition of azidoacrylates". . p. 7500 - 7501. Retrieved 2008/02/09.