(S,S)-tBu-Pybox

Name: (S,S)-tBu-Pybox
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 118949-63-6
Cat. No. CS-0086523
Purity≥95%
MDL No.MFCD07368372

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 118949-63-6

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General Information

CAS No. 118949-63-6
Cat. No. CS-0086523
Purity ≥95%
MDL No. MFCD07368372
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₇N₃O₂
Molecular Weight None
Synonym(s) 2,6-Bis((S)-4-(tert-butyl)-4,5-dihydrooxazol-2-yl)pyridine
SMILES CC(C)(C)[C@H]1COC(C2=CC=CC(C3=N[C@@H](C(C)(C)C)CO3)=N2)=N1

Description

(S,S)-tBu-Pybox is a chiral bis(oxazoline) ligand featuring bulky tert-butyl groups that enhance steric shielding and configurational stability. This design promotes high enantioselectivity in transition metal-catalyzed asymmetric reactions, particularly in copper- and zinc-mediated transformations. The ligand demonstrates excellent performance under standard bench conditions, enabling efficient access to enantiomerically enriched products with minimal catalyst loading.

Application

(S,S)-tBu-Pybox serves as a highly effective chiral ligand in asymmetric transition metal catalysis, particularly for enantioselective transformations involving palladium and copper complexes. Its rigid, electron-rich pyridine backbone and bulky tert-butyl groups enhance stereocontrol and catalyst stability. The ligand facilitates high enantiomeric excess in C–C and C–heteroatom bond-forming reactions, offering robust performance in synthesis of chiral building blocks and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  3739-94-4
- In-stock
  
  112245-13-3
- ~72%
- In-stock
  
  118949-63-6
References
- Schaus; Jacobsen Organic letters, 2000 , vol. 2, # 7 p. 1001 - 1004
Route2
- In-stock
  
  2893-33-6
- In-stock
  
  112245-13-3
- ~85%
- In-stock
  
  118949-63-6
References
- Cornejo; Fraile; Garcia; Gil; Martinez-Merino; Mayoral; Pires; Villalba Synlett, 2005 , # 15 art. no. G13005ST, p. 2321 - 2324
Route3
- In-stock
  
  3739-94-4
- ~%
- In-stock
  
  118949-63-6
References
- Tetrahedron Letters, , vol. 45, # 49 p. 8987 - 8990

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.07
LogP 3.4646
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

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(S,S)-tBu-Pybox

CAS No. 118949-63-6

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