584-98-5 Usage
Description
(S)-(-)-2-Bromosuccinic acid, also known as (S)-2-bromosuccinic acid, is an organic compound with the molecular formula C4H5BrO4. It is a chiral bromoacid derivative of succinic acid, featuring a bromo substituent at the 2-position and a stereocenter that confers optical activity. (S)-(-)-2-Bromosuccinic acid is characterized by its reactivity and utility in various chemical transformations, making it a valuable building block in organic synthesis.
Uses
Used in Pharmaceutical Industry:
(S)-(-)-2-Bromosuccinic acid is used as a synthetic intermediate for the preparation of various pharmaceutical compounds, particularly those with chiral centers. Its unique structure allows for the creation of novel drugs with improved efficacy and selectivity.
Used in Chemical Synthesis:
(S)-(-)-2-Bromosuccinic acid is used as a versatile building block in the synthesis of complex organic molecules, such as 3-mercaptopyrrolidine derivatives and alkanols. These derivatives find applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Used in Analytical Chemistry:
(S)-(-)-2-Bromosuccinic acid is used as a chiral derivatizing agent for the development of enantioselective high-performance liquid chromatography (HPLC) separations. This application is particularly useful in the analysis and separation of enantiomers, which are crucial in understanding the stereochemistry and biological activity of chiral compounds.
Used in Chiral Stationary Phase Development:
(S)-(-)-2-Bromosuccinic acid is used in the development of chiral stationary phases for HPLC, which are essential tools in the separation and analysis of enantiomers. (S)-(-)-2-Bromosuccinic acid's unique structure allows for the creation of novel chiral stationary phases with improved selectivity and resolution.
Used in Ristocetin A Analysis:
(S)-(-)-2-Bromosuccinic acid is used in the analysis of ristocetin A, a macrocyclic glycopeptide with various biological activities. (S)-(-)-2-Bromosuccinic acid's reactivity and chiral properties enable the development of methods for the enantioselective analysis of ristocetin A, which is important for understanding its pharmacological effects and potential applications in medicine.
Check Digit Verification of cas no
The CAS Registry Mumber 584-98-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 4 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 584-98:
(5*5)+(4*8)+(3*4)+(2*9)+(1*8)=95
95 % 10 = 5
So 584-98-5 is a valid CAS Registry Number.
584-98-5Relevant articles and documents
A novel synthesis of maleic anhydride-1 and 2- 13C and its subsequent conversion to labeled maleic hydrazide
Patterson,Braun,Haidar,et al.
, p. 439 - 443,441,442 (1978)
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Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles
Alexanian, Erik J.,Tercenio, Quentin D.
supporting information, p. 7215 - 7219 (2021/09/22)
The stereospecific cross-coupling of easily accessed electrophiles holds significant promise in the construction of C-C bonds. Herein, we report a nickel-catalyzed reductive coupling of allyl alcohols with chiral, nonracemic alkyl tosylates. This cross-coupling delivers valuable allylation products with high levels of stereospecificity across a range of substrates. The catalytic system consists of a simple nickel salt in conjunction with a commercially available reductant and importantly represents a rare example of a cross-coupling involving the C-O bonds of two electrophiles.
Stereoselective total synthesis of obolactones and 7′,8′-dihydroobolactones
Fernandes, Rodney A.,Kumar, Praveen,Saini, Deepak
, p. 18976 - 18982 (2021/10/29)
A concise stereoselective total synthesis of two diastereomeric obolactones and 7′,8′-dihydroobolactones has been achieved using a metal-free catalytic δ-hydroxyalkynone rearrangement, which could provide the required dihydro-γ-pyrone moiety. The desired first stereogenic center was installed through the chiral pool material,l-aspartic acid. Next, the allylation reaction was strategically utilized to provide the requisite olefin bond for the intended ring-closing metathesis, allowing the installation of the remaining dihydro-α-pyrone moiety in the natural products. It also enabled the targeting of both dihydro-α-pyrone diastereomers. Thus, the first stereoselective total synthesis of (+)-7′,8′-dihydroobolactone was accomplished, establishing its structure and absolute configuration.
