N-(4-butylphenyl)-1-benzofuran-2-carboxamide

Base Information

• Chemical Name: N-(4-butylphenyl)-1-benzofuran-2-carboxamide
• CAS No.: 4147-37-9
• Molecular Formula: C19H19NO2
• Molecular Weight: 346.475
• DSSTox Substance ID: DTXSID40364552
• Wikidata: Q82148576
• Mol file: 4147-37-9.mol

Synonyms:4147-37-9;N-(4-butylphenyl)-1-benzofuran-2-carboxamide;Oprea1_255814;Oprea1_403169;Benzofuran-2-carboxylic acid (4-butyl-phenyl)-amide;DTXSID40364552;3a.alpha.,8a.beta.-Chimonanthine;AKOS000533468;EU-0002666;2-benzo[b]furancarboxamide,N-(4-butylphenyl)-;SR-01000410595;Calycanthidine, 1-demethyl-, (2.beta.,3.beta.)-;SR-01000410595-1

Chemical Property of N-(4-butylphenyl)-1-benzofuran-2-carboxamide

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Boiling Point: 368°Cat760mmHg
• Flash Point: 176.3°C
• PSA: 42.24000
• Density: 1.168g/cm³
• LogP: 5.10070
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 293.141578849
• Heavy Atom Count: 22
• Complexity: 362

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3O2

Technology Process of N-(4-butylphenyl)-1-benzofuran-2-carboxamide

There total 5 articles about N-(4-butylphenyl)-1-benzofuran-2-carboxamide 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: 68.0%

(3aS,8aS,3'aS,8'aS)-8-((S)-1-Phenyl-ethylcarbamoyl)-2,3,8,8a,2',3',8',8'a-octahydro-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]-1,1'-dicarboxylic acid dimethyl ester (444809-68-1) → (-)-Chimonanthine (4147-36-8,4147-37-9,5545-89-1,23102-84-3,85610-66-8) + (-)-chimonanthine N8-(S)-(α-methylbenzyl)carbamate

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3.5h; Heating;

DOI:10.1016/S0968-0896(02)00078-0

Reference yield: 59.0%

(3aR,8aR,3'aR,8'aR)-8-((S)-1-Phenyl-ethylcarbamoyl)-2,3,8,8a,2',3',8',8'a-octahydro-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]-1,1'-dicarboxylic acid dimethyl ester (444809-69-2) → (+)-Chimonanthine (4147-36-8,4147-37-9,5545-89-1,23102-84-3,85610-66-8) + (+)-chimonanthine N8-(S)-(α-methylbenzyl)carbamate

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3.5h; Heating;

DOI:10.1016/S0968-0896(02)00078-0

Reference yield: 50.0%

[2-(1H-indol-3-yl)-ethyl]-methylamine (61-49-4) → (+/-)-donaxaridine (62209-18-1) + (±)-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-3a,3'a-bipyrrolo[2,3-b]indole (4147-36-8,4147-37-9,5545-89-1,23102-84-3,85610-66-8) + N-methyl-2-(6-(1-methyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-3a-yl)-1H-indol-3-yl)ethanamine

Guidance literature:

With hydrogenchloride; vanadia; In water; at 0 ℃; for 12h;

DOI:10.1002/chem.201503417

upstream raw materials:

(3aR,8aR,3'aR,8'aR)-8-((S)-1-Phenyl-ethylcarbamoyl)-2,3,8,8a,2',3',8',8'a-octahydro-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]-1,1'-dicarboxylic acid dimethyl ester

(3aS,8aS,3'aS,8'aS)-8-((S)-1-Phenyl-ethylcarbamoyl)-2,3,8,8a,2',3',8',8'a-octahydro-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]-1,1'-dicarboxylic acid dimethyl ester

methyl 2-(1-H-indol-3-yl)ethylcarbamate

[2-(1H-indol-3-yl)-ethyl]-methylamine

Downstream raw materials:

(4bR,5S,10bR,11S)-13,18-dimethyl-5,6,11,12-tetrahydro-5,10b:11,4b-bis(epiminoethano)dibenzo[c,h][2,6]naphthyridine

Calycanthin

(3aS,3'aR,8aR,8'aS)-8,8'-bis(4-methoxyphenyl)-1,1'-dimethyl-1,1',2,2',3,3a,3',3'a,8,8a,8',8'a-dodecahydro-3a,3'a-bipyrrolo[2,3-b]indole

(-)-N-(2-((S)-1-allyl-3-((3aS,3'aR,8aS,8'aS)-8'-allyl-1,1'-dimethyl-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indol]-7-yl)-2-oxoindolin-3-yl)ethyl)-N,4-dimethylbenzenesulfonamide

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