112022-83-0 Usage
Description
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole is a white to light yellow crystalline powder that is utilized as a catalyst in various chemical reactions. It is particularly known for its application in the Suzuki reaction, a widely used method for the formation of carbon-carbon bonds in organic chemistry.
Uses
Used in Pharmaceutical Industry:
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole is used as a catalyst in the asymmetric reduction of prochiral ketones for the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. These synthesized compounds are essential in the development of pharmaceuticals with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
In the field of chemical synthesis, (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole is used as a CBS catalyst for asymmetric reduction and asymmetric synthesis. This allows for the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols, and propargyl alcohols, which are crucial in the creation of complex molecules with specific properties.
Used in Suzuki Reaction:
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole is also used in the Suzuki reaction, a cross-coupling reaction between an organoboron compound and an organic halide or pseudo-halide. This reaction is widely employed in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials.
Overall, (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole plays a significant role in various industries, particularly in the pharmaceutical and chemical synthesis sectors, due to its ability to catalyze important reactions and facilitate the production of essential compounds.
Reactions
Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.
Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.
Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.
Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.
Check Digit Verification of cas no
The CAS Registry Mumber 112022-83-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,2,0,2 and 2 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 112022-83:
(8*1)+(7*1)+(6*2)+(5*0)+(4*2)+(3*2)+(2*8)+(1*3)=60
60 % 10 = 0
So 112022-83-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1
112022-83-0Relevant 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)
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.
Process for the preparation of 1,3,2-oxazaborolidine compounds
-
Page/Page column 7, (2008/12/06)
A process is used for the preparation of 1,3,2-oxazaborolidine compounds. This process prepares compounds of formula (I) or (IA): in which: R1 is an alkyl or an aryl; and R2, R3, R4 and R5 are especially a hydrogen atom or an alkyl, wherein the following are reacted in two steps: a) a boric precursor compound with an acetal compound to give a boronate compound; and b) the boronate compound with an amino alcohol compound. This process avoids by-products and exhibits a very good stereospecificity.
Azabicycloalkane compounds
-
Page 30, (2008/06/13)
This invention provides compounds of formula I: wherein R1, R2, R3, R4, R5, R6 and R7 are as defined in the specification, or a pharmaceutically acceptable salt or solvate or stereoisomer thereof. The compounds of this invention possess both β2 adrenergic receptor agonist and muscarinic receptor antagonist activity. Such compounds are useful for treating pulmonary disorders, such as chronic obstructive pulmonary disease and asthma.
