Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate
• CAS No.: 731852-88-3
• Molecular Formula: C19H26 B N O4
• Molecular Weight: 343.231
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40463175
• Nikkaji Number: J2.058.381I
• Wikidata: Q82287991
• Mol file: 731852-88-3.mol

Synonyms:731852-88-3;Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate;1-CBZ-6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1,2,3,4-TETRAHYDROPYRIDINE;benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylate;1(2H)-Pyridinecarboxylicacid, 3,4-dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-,phenylmethyl ester;SCHEMBL12609912;DTXSID40463175;AG-G-89074;1-Cbz-6-(4,4,5,5-tetramethyl-1,3,2dioxaborolan-2-yl)-1,2,3,4-tetrahydropyridine;benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydropyridine-1-carboxylate;Benzyl6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property of Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• Vapor Pressure: 1.87E-07mmHg at 25°C
• Boiling Point: 425.8°C at 760 mmHg
• Flash Point: 211.3°C
• PSA: 48.00000
• Density: 1.13g/cm³
• LogP: 3.87220
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 343.1954885
• Heavy Atom Count: 25
• Complexity: 510

Purity/Quality:

97% ^*data from raw suppliers

Benzyl6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CCCCN2C(=O)OCC3=CC=CC=C3

Technology Process of Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate

There total 4 articles about Benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-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: 85.0%

bis(pinacol)diborane (73183-34-3) + 6-trifluoroomethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (210298-83-2) → 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (731852-88-3)

Guidance literature:

With potassium carbonate; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 90 ℃; for 7h;

DOI:10.1016/j.tetlet.2004.05.015

Reference yield: 71.0%

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) + 6-trifluoroomethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (210298-83-2) → 1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine (68471-58-9) + 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (731852-88-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; In 1,4-dioxane; at 50 ℃; for 2h; Further Variations:; Reagents; Temperatures; Product distribution;

DOI:10.1021/jo050995+

Reference yield: 63.0%

6-(diphenoxy-phosphoryloxy)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester + bis(pinacol)diborane (73183-34-3) → 1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine (68471-58-9) + 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (731852-88-3) + 5,6,5',6'-tetrahydro-4H,4'H-[2,2']bipyridinyl-1,1'-dicarboxylic acid dibenzyl ester

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; triphenylphosphine; In 1,4-dioxane; at 90 ℃; for 5h;

DOI:10.1021/jo050995+

upstream raw materials:

bis(pinacol)diborane

6-trifluoroomethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

N-benzyloxycarbonyl-2-piperidone

Downstream raw materials:

1-(benzyloxycarbonyl)-1,2,3,4-tetrahydropyridine