173829-03-3 Usage
Description
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE, also known as (S,S)-BOX-PIPO, is a chiral ligand that plays a crucial role in asymmetric synthesis and catalysis. It is characterized by its two oxazoline groups, which act as chelating ligands for transition metal catalysts, enabling the control of stereochemistry in organic reactions. This unique structure and its chiral properties make (S,S)-BOX-PIPO a valuable tool in the production of pharmaceuticals, agrochemicals, and other fine chemicals.
Uses
Used in Pharmaceutical Industry:
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE is used as a chiral ligand for [application reason] the control of stereochemistry in metal-catalyzed asymmetric reactions, which is essential for the production of pharmaceuticals with desired biological activities and reduced side effects.
Used in Agrochemical Industry:
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE is used as a chiral ligand for [application reason] the synthesis of chiral agrochemicals with improved selectivity and efficacy, leading to more effective and environmentally friendly products.
Used in Fine Chemicals Industry:
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE is used as a chiral ligand for [application reason] the development of enantiomerically pure fine chemicals, which are important for various applications, including fragrances, flavors, and specialty chemicals.
Used in Asymmetric Synthesis:
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE is used as a chiral ligand for [application reason] facilitating asymmetric hydrogenation, allylic substitution, and cyclopropanation reactions, which are key steps in the synthesis of complex organic molecules with high enantioselectivity.
Used in Catalyst Development:
(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE is used as a chiral ligand for [application reason] the design and development of new transition metal catalysts with enhanced performance in asymmetric reactions, leading to more efficient and selective synthetic processes.
Check Digit Verification of cas no
The CAS Registry Mumber 173829-03-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,3,8,2 and 9 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 173829-03:
(8*1)+(7*7)+(6*3)+(5*8)+(4*2)+(3*9)+(2*0)+(1*3)=153
153 % 10 = 3
So 173829-03-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H23N3O2/c1-10(2)14-8-21-16(19-14)12-6-5-7-13(18-12)17-20-15(9-22-17)11(3)4/h5-7,10-11,14-15H,8-9H2,1-4H3/t14-,15-/m1/s1
173829-03-3Relevant articles and documents
Secondary Phosphine Oxide Preligands for Palladium-Catalyzed C–H (Hetero)Arylations: Efficient Access to Pybox Ligands
Ghorai, Debasish,Müller, Valentin,Keil, Helena,Stalke, Dietmar,Zanoni, Giuseppe,Tkachenko, Boryslav A.,Schreiner, Peter R.,Ackermann, Lutz
supporting information, p. 3137 - 3141 (2017/09/06)
C–H arylations of oxazolines were accomplished with a well-defined palladium catalyst derived from a secondary bisdiamantyl phosphine oxide. The single-component secondary phosphine oxide (SPO)-palladium complex enabled C–H activations with aryl bromides
Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones
Amador, Adrian G.,Sherbrook, Evan M.,Yoon, Tehshik P.
supporting information, p. 4722 - 4725 (2016/05/10)
Control of stereochemistry in photocycloaddition reactions remains a substantial challenge; almost all successful catalytic examples to date have involved [2 + 2] photocycloadditions of enones. We report a method for the asymmetric [3 + 2] photocycloaddition of aryl cyclopropyl ketones that enables the enantiocontrolled construction of densely substituted cyclopentane structures not synthetically accessible using other catalytic methods. These results show that the dual-catalyst strategy developed in our laboratory broadens synthetic chemists' access to classes of photochemical cycloadditions that have not previously been feasible in enantioselective form.
A Ce(OTf)3/PyBox catalyzed enantioselective Hosomi-Sakurai reaction of aldehydes with allyltrimethylsilane
Zhao, Song,Zhang, Xulong,Zhang, Yuwei,Yang, Huanhuan,Huang, Yan,Zhang, Kui,Du, Ting
, p. 7734 - 7737 (2015/10/12)
An efficient enantioselective Hosomi-Sakurai reaction catalyzed by a chiral Ce(OTf)3/PyBox complex has been explored. In the presence of 20 mol% of a chiral catalytic complex prepared in situ from Ce(OTf)3 and 2,6-bis[(S)-4-isopropyl
