1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate
• CAS No.: 184368-74-9
• Molecular Formula: C12H19NO4
• Molecular Weight: 241.287
• European Community (EC) Number: 871-159-9
• Mol file: 184368-74-9.mol

Synonyms:184368-74-9;1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate;Methyl 1-Boc-1,2,3,6-tetrahydropyridine-4-carboxylate;3,6-dihydro-2h-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester;MFCD23704701;1-O-tert-butyl 4-O-methyl 3,6-dihydro-2H-pyridine-1,4-dicarboxylate;SCHEMBL5750524;BNDRQMFIDHTNGI-UHFFFAOYSA-N;1-tert-butyl 4-methyl 1,2,3,6-tetrahydropyridine-1,4-dicarboxylate;AKOS024258817;AB91344;DS-7847;SY030106;CS-0041596;FT-0757636;F10705;1-boc-4-methoxycarbonyl-3,4-didehydropiperidine;EN300-7186283;A880777;Methyl 1-Boc-1,2,3,6-Tetrahydro-4-pyridinecarboxylate;1-tert-Butyl4-methyl5,6-dihydropyridine-1,4(2H)-dicarboxylate;1-(tert-butyl) 4-methyl 3,6-dihydropyridine-1,4(2H)-dicarboxylate;methyl 1-(tert-butoxycarbonyl) -1,2,3,6-tetrahydro-4-pyridinecarboxylate;Methyl 1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydro -4-pyridinecarboxylate;Methyl 1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydro-4-pyridinecarboxylate;4(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-, 1-(1,1-diMethylethyl)4-Methyl ester

Chemical Property of 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Chemical Property:

• Boiling Point: 315.1±42.0 °C(Predicted)
• PKA: -2.43±0.40(Predicted)
• PSA: 55.84000
• Density: 1.129±0.06 g/cm3(Predicted)
• LogP: 1.66450
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 241.13140809
• Heavy Atom Count: 17
• Complexity: 341

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-tert-Butyl4-methyl5,6-dihydropyridine-1,4(2H)-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

There total 10 articles about 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(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: 77.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → 3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (184368-74-9)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/jm060154a

Reference yield: 27.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 1,2,3,6-tetrahydro-4-pyridinecarboxylate (792136-23-3) → 3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (184368-74-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → 3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (184368-74-9)

Guidance literature:

With triethylamine; triphenylphosphine; palladium diacetate; In methanol; hexane; N,N-dimethyl-formamide;

upstream raw materials:

methanol

carbon monoxide

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

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

t-butyl 4-(hydroxymethyl)-3,6-dihydropyridine-1(2H)-carboxylate

3-benzylsulfanyl-4-[1-(1-benzylsulfanylmethyl-4-butylcarbamoyl-2-hydroxypentylcarbamoyl)ethylcarbamoyl]piperidine-1-carboxylic acid tert-butyl ester

(3R,4S)-3-benzylsulfanylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester

Refernces

• 1、 -. "PYRAN DERVATIVES AS CYP11A1 (CYTOCHROME P450 MONOOXYGENASE 11A1) INHIBITORS". Page/Page column 84; 85. . Retrieved 2018/07/29.
• 2、 Hanessian, Stephen,Yang, Gaoqiang,Rondeau, Jean-Michel,Neumann, Ulf,Betschart, Claudia,Tintelnot-Blomley, Marina. "Structure-based design and synthesis of macroheterocyclic peptidomimetic inhibitors of the aspartic protease β-site amyloid precursor protein cleaving enzyme (BACE)". . p. 4544 - 4567. Retrieved 2007/10/03.