Tert-butyl 4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 186347-72-8
• Molecular Formula: C16H21NO2
• Molecular Weight: 259.348
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50572823
• Nikkaji Number: J2.176.062E
• Wikidata: Q82461316
• Mol file: 186347-72-8.mol

Synonyms:186347-72-8;TERT-BUTYL 4-PHENYL-5,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE;tert-butyl 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate;tert-butyl 4-phenyl-1,2,3,6-tetrahydropyridine-1-carboxylate;tert-Butyl 4-phenyl-3,6-dihydropyridine-1(2H)-carboxylate;SCHEMBL2239831;DTXSID50572823;OESDBFQMFCAJFP-UHFFFAOYSA-N;4-phenyl-3,6-dihydro-2h-pyridine-1-carboxylic acid tert-butyl ester;MFCD11977149;AKOS013100948;s11811;AS-72245;CS-0037476;EN300-128015;t-Butyl 4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate;tert-Butyl 4-phenyl-3,6-dihydropyridin-1(2H)-carboxylate;tert-butyl4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property of Tert-butyl 4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• Boiling Point: 362.4±42.0 °C(Predicted)
• PKA: -1.79±0.40(Predicted)
• PSA: 29.54000
• Density: 1.079±0.06 g/cm3(Predicted)
• LogP: 3.64870
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 259.157228913
• Heavy Atom Count: 19
• Complexity: 348

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-Phenyl-3,6-dihydro-2H-pyridine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=CC1)C2=CC=CC=C2

Technology Process of Tert-butyl 4-phenyl-5,6-dihydropyridine-1(2H)-carboxylate

There total 18 articles about Tert-butyl 4-phenyl-5,6-dihydropyridine-1(2H)-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%

1-(tert-butoxycarbonyl)-4-(benzyldimethylsilanyl)-3,6-dihydro-2H-pyridine (936231-05-9) + iodobenzene (591-50-4) → 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (186347-72-8)

Guidance literature:

With tetrabutyl ammonium fluoride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; at 20 ℃; for 19h;

DOI:10.1021/ol070241c

Reference yield: 97.0%

bromobenzene (108-86-1,52753-63-6) + tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (375853-82-0,286961-14-6) → 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (186347-72-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 1h; Inert atmosphere;

Reference yield: 95.0%

C17H23NO5S + phenylboronic acid (98-80-6) → 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (186347-72-8)

Guidance literature:

With potassium phosphate; 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; triethylamine; In tert-butyl alcohol; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c1cc12240a

upstream raw materials:

di-tert-butyl dicarbonate

1,2,3,6-tetrahydro-4-phenylpyridine hydrochloride

4-hydroxy-4-phenylpiperidine-1-carboxylic acid tert-butyl ester

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-butyl 3,4-dihydroxy-4-phenyl-piperidine-1-carboxylate

1,2,3,6-tetrahydro-4-phenylpyridine

4-phenyl-3,6-dihydro-2H-pyridine-1-sulfonyl chloride

4-phenyl-3,6-dihydro-2H-pyridine-1-sulfonic acid