(S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine

Base Information

Chemical Name:(S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine
CAS No.:118949-61-4
Molecular Formula:C17H23N3O2
Molecular Weight:301.389
Hs Code.:29309090
European Community (EC) Number:601-576-1
UNII:C1A0B1BVRW
DSSTox Substance ID:DTXSID80350833
Nikkaji Number:J699.276E
Wikidata:Q27275055
Mol file:118949-61-4.mol

Synonyms:118949-61-4;(S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine;2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine;(S,S)-Ipr-pybox;(S,S)-i-Pr-pybox;i-Pr-pybox, (S,S)-;173829-03-3;2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine;(S,S)-i-Pr-pybox [MI];i-Pr-pybox, (S,S)-(-)-;UNII-C1A0B1BVRW;C1A0B1BVRW;(4S)-4-propan-2-yl-2-[6-[(4S)-4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl]pyridin-2-yl]-4,5-dihydro-1,3-oxazole;(S,S)-2,2'-(2,6-Pyridinediyl)bis(4-isopropyl-2-oxazoline);2,6-bis((4s)-isopropyl-2-oxazolin-2-yl)pyridine;Pyridine bis(oxazoline) ligands, (S,S)-i-pr-pybox-;2,6-Bis((4S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine;Pyridine, 2,6-bis((4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl)-;Pyridine, 2,6-bis[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-;2,6-bis[(4s)-isopropyl-2-oxazolin-2-yl]pyridine;MFCD00191815;oxazolin-2-yl]pyridine;Maybridge4_002106;SCHEMBL245303;(S)-(I-PR)-PYBOX;(+)-2,6-BIS[(4R)-4-(I-PROPYL)-2-OXAZOLIN-2-YL]PYRIDINE;DTXSID80350833;HMS1526P16;AMY41345;CCG-45834;AKOS015838434;CS-W012122;SC11781;2,6-Bis[(4S)-(-)-isopropyl-2-;NCGC00176916-01;AC-27872;AS-69835;BP-12301;B2218;D70583;2,6-bis[(4s)isopropyl-2-oxazolin-2-yl]pyridine;2,6-bis[(4S)-isopropyl-2-oxazoline-2-yl]pyridine;J-003948;SR-01000635579-1;BRD-K94706847-001-01-9;BRD-K94706847-001-02-7;Q27275055;2,6-bis[(4s)-(-)isopropyl-2-oxazolin-2-yl]pyridine;(R,R)-2,2\'-(2,6-Pyridinediyl)bis(4-isopropyl-2-oxazoline);(S,S)-2,2\'-(2,6-Pyridinediyl)bis(4-isopropyl-2-oxazoline);2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine, 99%;2,6-bis[(4S)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]pyridine;215601-37-9

Suppliers and Price of (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine
250mg
$ 45.00

TRC
2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine
500mg
$ 75.00

TCI Chemical
(S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine >98.0%(GC)
500mg
$ 91.00

TCI Chemical
(S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine >98.0%(GC)
5g
$ 573.00

Strem Chemicals
(-)-2,6-Bis[(4S)-4-(i-propyl)-2-oxazolin-2-yl]pyridine, 98+% (S)-(i-Pr)-pybox
1g
$ 367.00

Strem Chemicals
(-)-2,6-Bis[(4S)-4-(i-propyl)-2-oxazolin-2-yl]pyridine, 98+% (S)-(i-Pr)-pybox
250mg
$ 123.00

Strem Chemicals
1g
$ 81.00

Sigma-Aldrich
2,6-Bis[(4S)-(?)-isopropyl-2-oxazolin-2-yl]pyridine 99%
250mg
$ 87.40

Sigma-Aldrich
2,6-Bis[(4S)-(?)-isopropyl-2-oxazolin-2-yl]pyridine 99%
1g
$ 260.00

JR MediChem
Pyridine,2,6-bis[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]- 96%
1g
$ 980.00

Total 48 raw suppliers

Chemical Property of (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine

Chemical Property:

Vapor Pressure:4.18E-08mmHg at 25°C
Melting Point:155-157 °C(lit.)
Refractive Index:1.607
Boiling Point:457.1 °C at 760mmHg
PKA:3.78±0.70(Predicted)
Flash Point:230.2 °C
PSA：56.07000
Density:1.23 g/cm³
LogP:1.55560
Storage Temp.:Refrigerator
XLogP3:3.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:301.17902698
Heavy Atom Count:22
Complexity:419

Purity/Quality:

99% ^*data from raw suppliers

2,6-Bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)C1COC(=N1)C2=NC(=CC=C2)C3=NC(CO3)C(C)C
Isomeric SMILES:CC(C)[C@H]1COC(=N1)C2=NC(=CC=C2)C3=N[C@H](CO3)C(C)C
General Description (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine is a chiral bis(oxazolinyl)pyridine (pybox) ligand, widely used in asymmetric catalysis, particularly in palladium-catalyzed enantioselective allylic alkylation reactions. Its steric and electronic properties, influenced by the isopropyl substituents on the oxazoline rings, play a crucial role in determining the enantioselectivity and reactivity of the catalytic system. This ligand is efficiently synthesized via a one-pot condensation method involving chiral β-amino alcohols and a dinitrile precursor, often facilitated by zinc triflate catalysis. Its structural rigidity and chiral environment make it a valuable tool in asymmetric synthesis.

Technology Process of (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine

There total 11 articles about (S,S)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridine 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: 86.0%

: 2893-33-6
pyridine-2,6-dinitrile

: 2026-48-4,473-75-6
(S)-valinol

: 118949-61-4,173829-03-3
2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine

Guidance literature:: With polyvinylpyrrolidone capped poly [Zn(2,6-bis(2H-1,2,3,4-tetrazol-2-id-5-yl)pyridine)H₂O] nanocrystal; In chlorobenzene; for 15h; Reflux;
DOI:10.1002/chem.201505009

Reference yield: 72.0%

: 626-05-1
2,6-Dibromopyridine

: 132376-99-9
(S)-4-isopropyl-4,5-dihydrooxazole

: 118949-61-4,173829-03-3
2,6-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)pyridine

Guidance literature:: With C₅₈H₈₀O₄P₂Pd; lithium tert-butoxide; In N,N-dimethyl acetamide; at 110 ℃; for 16h; Inert atmosphere;
DOI:10.1002/adsc.201700663