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(R)-3-(4'-bromophenyl)-3-hydroxypropanenitrile is a chiral chemical compound with the molecular formula C9H8BrNO. It is characterized by the presence of a hydroxy group, a nitrile group, and a phenyl ring with a bromine substituent attached. (R)-3-(4'-bromophenyl)-3-hydroxypropanenitrile is particularly notable for its stereochemistry, which allows it to exist in two enantiomeric forms, with the (R)-enantiomer being the focus of this description. Its structural properties make it a valuable intermediate in the synthesis of pharmaceuticals and agrochemicals, serving as a building block for more complex organic molecules.

877876-61-4

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877876-61-4 Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-(4'-bromophenyl)-3-hydroxypropanenitrile is used as an intermediate in the synthesis of various pharmaceutical compounds due to its unique structural properties and potential for creating more complex organic molecules. Its versatility as a building block allows for the development of new drugs with specific therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-3-(4'-bromophenyl)-3-hydroxypropanenitrile is utilized as a starting material for the creation of novel agrochemicals. Its structural features make it a promising candidate for the development of new pesticides, herbicides, and other agricultural chemicals that can improve crop yields and protect against pests.
Used in Organic Chemistry Research:
(R)-3-(4'-bromophenyl)-3-hydroxypropanenitrile is also used as a valuable tool in organic chemistry research. Its stereochemistry and structural properties provide opportunities for chemists to explore new reactions and develop innovative synthetic methods, contributing to the advancement of chemical science.

Check Digit Verification of cas no

The CAS Registry Mumber 877876-61-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,7,8,7 and 6 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 877876-61:
(8*8)+(7*7)+(6*7)+(5*8)+(4*7)+(3*6)+(2*6)+(1*1)=254
254 % 10 = 4
So 877876-61-4 is a valid CAS Registry Number.

877876-61-4Downstream Products

877876-61-4Relevant academic research and scientific papers

Direct Catalytic Asymmetric Addition of Alkylnitriles to Aldehydes with Designed Nickel–Carbene Complexes

Saito, Akira,Adachi, Shinya,Kumagai, Naoya,Shibasaki, Masakatsu

supporting information, p. 8739 - 8743 (2021/03/16)

A direct catalytic asymmetric addition of acetonitrile to aldehydes that realizes over 90 % ee is the ultimate challenge in alkylnitrile addition chemistry. Herein, we report achieving high enantioselectivity by the strategic use of a sterically demanding NiII pincer carbene complex, which afforded highly enantioenriched β-hydroxynitriles. This highly atom-economical process paves the way for exploiting inexpensive acetonitrile as a promising C2 building block in a practical synthetic toolbox for asymmetric catalysis.

Facile construction of functionalized periodic mesoporous organosilica for Ir-catalyzed enantioselective reduction of α-cyanoacetophenones and α-nitroacetophenones

Chen, Chen,Kong, Lingyu,Cheng, Tanyu,Jin, Ronghua,Liu, Guohua

supporting information, p. 10891 - 10893 (2014/10/15)

A facile method to construct chiral organoiridium-functionalized periodic mesoporous organosilica is developed. The heterogeneous catalyst displays excellent catalytic efficiency in the enantioselective reduction of α-cyanoacetophenones and α-nitroacetoph

Preparative access to medicinal chemistry related chiral alcohols using carbonyl reductase technology

Rowan, Andrew S.,Moody, Thomas S.,Howard, Roger M.,Underwood, Toby J.,Miskelly, Iain R.,He, Yanan,Wang, Bo

, p. 1369 - 1381 (2013/12/04)

Libraries of highly enantioenriched secondary alcohols in both enantiomeric forms were synthesised by enzymatic reduction of their parent ketones using selectAZyme carbonyl reductase (CRED) technology. Commercially available CREDs were able to reduce a range of substrate classes efficiently and with very high enantioselectivity. Matching substrate classes to small subsets of CREDs enabled the fast development of preparative bioreductions and the rapid generation of 100-1500 mg samples of chiral alcohols in typically >95% ee and the majority in ≥99.0% ee. The conditions for small scale synthesis were then scaled up to 0.5 kg to deliver one of the chiral alcohols, (S)-1-(4-bromophenyl)-2-chloroethanol, in 99.8% ee and 91% isolated yield.

Asymmetric reduction of β-ketonitriles with a recombinant carbonyl reductase and enzymatic transformation to optically pure β-hydroxy carboxylic acids

Zhu, Dunming,Ankati, Haribabu,Mukherjee, Chandrani,Yang, Van,Biehl, Edward R.,Hua, Ling

, p. 2560 - 2563 (2008/02/05)

α-Ethylation is concomitant with the reduction of aromatic β-ketonitriles catalyzed by whole-cell biocatalysts. Use of isolated carbonyl reductase has completely eliminated this competing reaction. (R)-β-Hydroxy nitriles were obtained via a reduction cata

BIARYL HETEROCYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME

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Page/Page column 55, (2010/10/20)

The present invention relates generally to the field of anti-infective, anti-proliferative, anti-inflammatory, and prokinetic agents. More particularly, the invention relates to a family of tricyclic compounds that are useful as such agents.

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