1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate
• CAS No.: 126114-09-8
• Molecular Formula: C13H21NO4
• Molecular Weight: 255.314
• Hs Code.: 2933399090
• European Community (EC) Number: 839-517-9
• DSSTox Substance ID: DTXSID90464112
• Nikkaji Number: J1.469.010G
• Wikidata: Q82289311
• Mol file: 126114-09-8.mol

Synonyms:126114-09-8;1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate;1-O-tert-butyl 5-O-ethyl 3,6-dihydro-2H-pyridine-1,5-dicarboxylate;N-Boc-5-ethoxycarbonyl-1,2,3,6-tetrahydropyridine;1-tert-Butyl 3-ethyl 1,2,5,6-tetrahydropyridine-1,3-dicarboxylate;SCHEMBL6218755;DTXSID90464112;IVNUBOCYWQLYLA-UHFFFAOYSA-N;BFA11409;1,2,5,6-Tetrahydropyridine-1,3-dicarboxylic acid 1-tert-butyl 3-ethyl ester;AT32167;FT-0731509;EN300-83912;1-tert-Butyl3-ethyl5,6-dihydropyridine-1,3(2H)-dicarboxylate;1-tert-butyl-3-ethyl-5,6-dihydropyridine-1,3(2H)-dicarboxylate;1-(TERT-BUTYL) 3-ETHYL 5,6-DIHYDROPYRIDINE-1,3(2H)-DICARBOXYLATE;1,3(2H)-Pyridinedicarboxylic acid, 5,6-dihydro-, 1-(1,1-dimethylethyl) 3-ethyl ester

Chemical Property of 1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate

Chemical Property:

• Boiling Point: 331.1±42.0 °C(Predicted)
• PKA: -2.54±0.40(Predicted)
• PSA: 55.84000
• Density: 1.109±0.06 g/cm3(Predicted)
• LogP: 2.05460
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

98%min ^*data from raw suppliers

1-tert-Butyl3-ethyl5,6-dihydropyridine-1,3(2H)-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CCCN(C1)C(=O)OC(C)(C)C

Technology Process of 1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate

There total 6 articles about 1-tert-Butyl 3-ethyl 5,6-dihydropyridine-1,3(2H)-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: 52.0%

1-(tert-butyl) 3-ethyl 4-hydroxypiperidine-1,3-dicarboxylate → 1-(tert-butyl) 3-ethyl 1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (126114-09-8)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 72h; Inert atmosphere;

Reference yield:

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate (98977-34-5) → 1-(tert-butyl) 3-ethyl 1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (126114-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Ra-Ni / ethanol

2: Et₃N / tetrahydrofuran

3: DBU / tetrahydrofuran

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Ra-Ni; In tetrahydrofuran; ethanol; 1: Hydrogenation / 2: mesylation / 3: Elimination;

DOI:10.1021/ol0066680

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butyl) 3-ethyl 1,2,5,6-tetrahydropyridine-1,3-dicarboxylate (126114-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOH; MTBE / H₂O

2: H₂ / Ra-Ni / ethanol

3: Et₃N / tetrahydrofuran

4: DBU / tetrahydrofuran

With sodium hydroxide; tert-butyl methyl ether; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Ra-Ni; In tetrahydrofuran; ethanol; water; 1: Acylation / 2: Hydrogenation / 3: mesylation / 4: Elimination;

DOI:10.1021/ol0066680

upstream raw materials:

di-tert-butyl dicarbonate

ethyl 4-piperidone-3-carboxylate hydrochloride

1-tert-butyl 3-ethyl 4-oxopiperidine-1,3-dicarboxylate

Downstream raw materials:

ethyl 1-N-(t-butoxycarbonyl)-3-phenylmethyl-1,2,3,6-tetrahydropyridine-3-carboxylate

1-tert-butoxycarbonyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid

(3S,4S,5R)-3-Bromo-4-hydroxy-5-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester

(3S,4S,5R)-3-bromo-1-N-(t-butoxycarbonyl)-4-hydroxy-5-(pivaloyloxymethyl)piperidine