4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid
• CAS No.: 195387-29-2
• Molecular Formula: C21H18N2O4
• Molecular Weight: 362.385
• Hs Code.: 29339900
• European Community (EC) Number: 822-980-6
• DSSTox Substance ID: DTXSID90373270
• Nikkaji Number: J1.093.066I
• Wikidata: Q82161424
• Mol file: 195387-29-2.mol

Synonyms:195387-29-2;4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid;4-(fmoc-amino)-1-methyl-1h-pyrrole-2-carboxylic acid;4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid;C21H18N2O4;4-(9H-fluoren-9-ylmethoxycarbonylamino)-1-methylpyrrole-2-carboxylic acid;4-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)-1-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID;fmoc-py-oh;4-(Fmoc-amino)-1-methylpyrrole-2-carboxylic acid;1H-Pyrrole-2-carboxylicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-methyl-;fmoc-nh(4)-mepyl-(2)-oh;SCHEMBL178730;4-(fmoc-amino)-1-methyl-1h-pyrrole-2-carboxlyic acid;DTXSID90373270;Fmoc-NH(4)-MePyl-(2)COOH;MFCD02094546;AKOS015896185;AC-8727;SB62644;AS-37750;CS-0089844;FT-0643827;EN300-1718103;Z1741964537;4-(9-fluorenylmethoxycarbonyl)amino-1-methylpyrrole-2-carboxylic acid;4-[(9-fluorenylmethoxycarbonyl)amino]-1-methyl-2-pyrrole carboxylic acid;1-Methyl-4-(9H-fluorene-9-ylmethoxycarbonylamino)-1H-pyrrole-2-carboxylic acid;4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylicacid;4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid

Chemical Property of 4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.46E-13mmHg at 25°C
• Melting Point: ~210 °C (dec.)
• Refractive Index: 1.663
• Boiling Point: 559.1 °C at 760 mmHg
• PKA: 4.61±0.41(Predicted)
• Flash Point: 291.9 °C
• PSA: 80.56000
• Density: 1.34 g/cm³
• LogP: 4.15730
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 362.12665706
• Heavy Atom Count: 27
• Complexity: 546

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-4-amino-1-methylpyrrole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=C1C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of 4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid

There total 12 articles about 4-(9H-Fluoren-9-ylmethoxycarbonylamino)-1-methyl-1H-pyrrole-2-carboxylic acid 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: 96.1%

tert-butyl 4-[(9-fluorenylmethoxycarbonyl)amino]-1-methylpyrrole-2-carboxylate (335059-62-6) → 4-[(9-fluorenylmethoxycarbonyl)amino]-1-methyl-2-pyrrole carboxylic acid (195387-29-2)

Guidance literature:

With water; In dichloromethane; at -5 - 5 ℃; Inert atmosphere;

Reference yield: 62.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 1-methyl-4-nitropyrrole-2-carboxylic acid methyl ester (13138-76-6) → 4-[(9-fluorenylmethoxycarbonyl)amino]-1-methyl-2-pyrrole carboxylic acid (195387-29-2)

Guidance literature:

1-methyl-4-nitropyrrole-2-carboxylic acid methyl ester; With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 11h;

With water; lithium hydroxide; at 20 ℃; for 1h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 12.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04288

Reference yield: 62.0%

4-amino-1-methylpyrrole-2-carboxylic acid (45776-13-4) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 4-[(9-fluorenylmethoxycarbonyl)amino]-1-methyl-2-pyrrole carboxylic acid (195387-29-2)

Guidance literature:

In diethyl ether; water;

DOI:10.1016/S0040-4039(99)00490-6

upstream raw materials:

4-amino-1-methylpyrrole-2-carboxylic acid

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(fluorenylmethoxy)carbonyl chloride

tert-butyl 4-[(9-fluorenylmethoxycarbonyl)amino]-1-methylpyrrole-2-carboxylate

Refernces

• 1、 Vazquez, Eugenio,Caamano, Ana M.,Castedo, Luis,Mascarenas, Jose L.. "An Fmoc solid-phase approach to linear polypyrrole-peptide conjugates". . p. 3621 - 3624. Retrieved 1999.
• 2、 -. "Series of oligopolyamide containing N-methylpyrrole and N-methylimidazole and synthesis method thereof". Paragraph 0072; 0135-0138. . Retrieved 2019/10/02.
• 3、 Wurtz, Nicholas R.,Turner, James M.,Baird, Eldon E.,Dervan, Peter B.. "Fmoc solid phase synthesis of polyamides containing pyrrole and imidazole amino acids". . p. 1201 - 1203. Retrieved 2007/10/03.