(S)-4-tert-Butyl-2-(2-pyridyl)oxazoline

Base Information

• Chemical Name: (S)-4-tert-Butyl-2-(2-pyridyl)oxazoline
• CAS No.: 117408-98-7
• Molecular Formula: C12H16N2O
• Molecular Weight: 204.272
• European Community (EC) Number: 694-387-9
• Nikkaji Number: J1.139.536H
• Mol file: 117408-98-7.mol

Synonyms:(S)-4-tert-Butyl-2-(2-pyridyl)oxazoline;117408-98-7;Pyridine, 2-[(4S)-4-(1,1-dimethylethyl)-4,5-dihydro-2-oxazolyl]-;(4S)-4-tert-butyl-2-pyridin-2-yl-4,5-dihydro-1,3-oxazole;2-[(4S)-4-TERT-BUTYL-4,5-DIHYDRO-1,3-OXAZOL-2-YL]PYRIDINE;MFCD22200533;(S)-tBu-Pyox;2-[(4S)-4-(1,1-diMethylethyl)-4,5-dihydro-2-oxazolyl]-Pyridine;SCHEMBL17709140;JDOAIDZRVWJBEG-SNVBAGLBSA-N;(s)-4-t-butyl-2-pyridinyl oxazoline;AKOS026671309;AS-71713;B4104;CS-0086109;T70124;A920113;(S)-4-(tert-Butyl)-2-(2-pyridyl)-4,5-dihydrooxazole;(S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5-dihydrooxazole

Chemical Property of (S)-4-tert-Butyl-2-(2-pyridyl)oxazoline

Chemical Property:

• Melting Point: 70.0 to 74.0 °C
• Boiling Point: 125-135 °C(Press: 0.1 Torr)
• PKA: 3.79±0.70(Predicted)
• PSA: 34.48000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.70870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: slightly sol. in dichloromethane
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.126263138
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-4-tert-Butyl-2-(2-pyridyl)oxazoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1COC(=N1)C2=CC=CC=N2
• Isomeric SMILES: CC(C)(C)[C@H]1COC(=N1)C2=CC=CC=N2

Technology Process of (S)-4-tert-Butyl-2-(2-pyridyl)oxazoline

There total 12 articles about (S)-4-tert-Butyl-2-(2-pyridyl)oxazoline 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: 72.0%

(S)-N-(1-chloro-3,3-dimethylbutan-2-yl)picolinamide hydrochloride → 2-[(S)-4,5-dihydro-4-tert-butyl-1,3-oxazol-2-yl]pyridine (117408-98-7,242482-28-6)

Guidance literature:

With sodium methylate; In methanol; at 55 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere;

DOI:10.3762/bjoc.9.187

Reference yield: 72.0%

(S)-tert-leucinol (112245-13-3) + methyl pyridine-2-imidate (19547-38-7) → 2-[(S)-4,5-dihydro-4-tert-butyl-1,3-oxazol-2-yl]pyridine (117408-98-7,242482-28-6)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 12h;

Reference yield: 68.0%

2-Cyanopyridine (100-70-9,1232006-36-8) + (S)-tert-leucinol (112245-13-3) → 2-[(S)-4,5-dihydro-4-tert-butyl-1,3-oxazol-2-yl]pyridine (117408-98-7,242482-28-6)

Guidance literature:

With zinc trifluoromethanesulfonate; In toluene; for 72h; Inert atmosphere; Reflux;

DOI:10.1039/c0gc00775g

upstream raw materials:

(S)-tert-leucinol

methyl pyridine-2-imidate

2-Cyanopyridine

L-tert-Leucine

Refernces

• 1、 Shimizu, Hideki,Holder, Jeffrey C.,Stoltz, Brian M.. "A scalable synthesis of the (S)-4-(tert-butyl)-2-(pyridin-2-yl)-4,5- dihydrooxazole ((S)-t-BuPyOx) ligand". supporting information. p. 1637 - 1642. Retrieved 2013/10/22.
• 2、 Holder, Jeffrey C.,Marziale, Alexander N.,Gatti, Michele,Mao, Bin,Stoltz, Brian M.. "Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to heterocyclic acceptors". . p. 74 - 77. Retrieved 2013/02/25.