133261-83-3 Usage
Description
(R)-2-METHYL-CBS-OXAZABOROLIDINE is a chiral boron-containing catalyst utilized in organic chemistry for facilitating asymmetric transformations. It is renowned for its effectiveness in promoting a variety of stereoselective reactions, including asymmetric reductions and alkylations. The unique structure and reactivity of (R)-2-METHYL-CBS-OXAZABOROLIDINE make it an indispensable tool in the synthesis of complex, chiral molecules with high enantioselectivity, which is crucial in the production of pharmaceuticals, agrochemicals, and the development of innovative materials.
Uses
Used in Pharmaceutical Industry:
(R)-2-METHYL-CBS-OXAZABOROLIDINE is used as a chiral catalyst for the synthesis of pharmaceuticals, enabling the creation of complex, chiral molecules with high enantioselectivity. This is vital for producing enantiomerically pure compounds, which are essential in the development of effective and safe drugs.
Used in Agrochemical Industry:
In the agrochemical sector, (R)-2-METHYL-CBS-OXAZABOROLIDINE serves as a chiral catalyst for the synthesis of agrochemicals, ensuring the production of enantiomerically pure compounds. This is crucial for the development of effective and environmentally friendly pesticides and other agricultural chemicals.
Used in Material Science:
(R)-2-METHYL-CBS-OXAZABOROLIDINE is employed as a chiral catalyst in the development of new materials, contributing to the creation of innovative and advanced materials with unique properties. Its ability to promote stereoselective reactions aids in the synthesis of complex, chiral structures that are integral to the performance of these materials.
Used in Organic Chemistry Research:
As a chiral catalyst, (R)-2-METHYL-CBS-OXAZABOROLIDINE is used in organic chemistry research for asymmetric transformations, providing a means to achieve high enantioselectivity in various chemical reactions. This is particularly valuable in academic and industrial research settings, where the development of new synthetic methods and the exploration of novel chemical reactions are of significant interest.
Check Digit Verification of cas no
The CAS Registry Mumber 133261-83-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,2,6 and 1 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 133261-83:
(8*1)+(7*3)+(6*3)+(5*2)+(4*6)+(3*1)+(2*8)+(1*3)=103
103 % 10 = 3
So 133261-83-3 is a valid CAS Registry Number.
133261-83-3Relevant articles and documents
Efficient synthesis of (R)-phenylephrine using a polymer-supported Corey-Bakshi-Shibata catalyst
Dai, Shuangxiong,Li, Guohua,Zhang, Wenbo,Zhang, Cuiyan,Song, Xiaoling,Huang, Di
, p. 740 - 743 (2017/05/16)
An efficient and mild synthetic route to (R)-phenylephrine hydrochloride using Corey-Bakshi-Shibata (CBS) catalyst was reported. In order to avoid a lengthy recovery process of the catalyst from homogeneous reaction, a polymer-supported CBS catalyst was prepared, and a preliminary attempt was made to achieve a continuous reduction on a laboratory scale, which contributes to synthesis of (R)-phenylephrine in a cost-effective way.
Stereospecific, Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Allylic Pivalates to Deliver Quaternary Stereocenters
Cobb, Kelsey M.,Rabb-Lynch, Javon M.,Hoerrner, Megan E.,Manders, Alex,Zhou, Qi,Watson, Mary P.
supporting information, p. 4355 - 4358 (2017/08/23)
Recognizing the importance of all-carbon, quaternary stereocenters in complex molecule synthesis, a stereospecific, nickel-catalyzed cross-coupling of allylic pivalates with arylboroxines to deliver products equipped with quaternary stereocenters and internal alkenes was developed. The enantioenriched allylic pivalate starting materials are readily prepared, and a variety of functional groups can be incorporated on both the allylic pivalate and the arylboroxine. Additional advantages include the use of a commercially available and air-stable Ni(II) salt and BISBI ligand, mild reaction conditions, and high yields and ee's. The observed stereoinversion of this reaction is consistent with an open transition state in the oxidative addition step.
Enantioselective catalytic desymmetrization of maleimides by temporary removal of an internal mirror plane and stereoablative over-reduction: Synthesis of (R)-pyrrolam A
Marsh, Barrie J.,Adams, Harry,Barker, Mike D.,Kutama, Ibrahim U.,Jones, Simon
supporting information, p. 3780 - 3783 (2014/08/05)
A highly enantioselective (>95% ee) strategy to affect the desymmetrization of a maleimide has been performed by temporary attachment to an anthracene template followed by asymmetric reduction with an oxazaborolidine catalyst. A stereoablative over-reduction process was partially responsible for the high levels of enantioselectivity. Exemplification of the strategy by stereoselective functionalization and retro-Diels-Alder reaction provided the natural product pyrrolam A.
