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(S)-2-acetylamino-3,3-dimethylbutyric acid, also known as SADMB, is a chemical compound with the molecular formula C8H15NO4. It is an amino acid derivative that is recognized for its unique molecular structure and chiral properties. These characteristics make SADMB a valuable intermediate in the chemical and pharmaceutical industries, particularly as a chiral building block in the synthesis of pharmaceutical drugs and natural products.

22146-59-4

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22146-59-4 Usage

Uses

Used in Pharmaceutical Synthesis:
SADMB is used as a chiral building block for the synthesis of various pharmaceutical drugs. Its unique chiral properties allow for the creation of complex molecules with specific biological activities, which can be tailored for targeted therapeutic effects.
Used in Natural Product Synthesis:
In the field of natural product synthesis, SADMB serves as an important intermediate. It is utilized to construct complex natural compounds that can exhibit a range of bioactive properties, including antiviral, antibacterial, and antitumor activities.
Used in the Development of Bioactive Compounds:
SADMB is also used as a versatile starting material in the development of bioactive compounds with potential therapeutic applications. Its molecular structure allows for the exploration of new treatments for various diseases and conditions.
Used in Chemical Processes:
Beyond its pharmaceutical applications, SADMB is employed in various chemical processes due to its reactivity and structural properties. It can be a key component in the synthesis of specialty chemicals and materials with specific functional groups and properties.

Check Digit Verification of cas no

The CAS Registry Mumber 22146-59-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,4 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 22146-59:
(7*2)+(6*2)+(5*1)+(4*4)+(3*6)+(2*5)+(1*9)=84
84 % 10 = 4
So 22146-59-4 is a valid CAS Registry Number.

22146-59-4Downstream Products

22146-59-4Relevant academic research and scientific papers

Remote Amino Acid Recognition Enables Effective Hydrogen Peroxide Activation at a Manganese Oxidation Catalyst

Costas, Miquel,Olivo, Giorgio,Vicens, Laia

supporting information, (2021/12/27)

Precise delivery of a proton plays a key role in O2 activation at iron oxygenases, enabling the crucial O?O cleavage step that generates the oxidizing high-valent metal–oxo species. Such a proton is delivered by acidic residues that may either

Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.

supporting information, p. 4904 - 4909 (2021/06/16)

Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.

Ligand-Enabled Catalytic C-H Arylation of Aliphatic Amines by a Four-Membered-Ring Cyclopalladation Pathway

He, Chuan,Gaunt, Matthew J.

supporting information, p. 15840 - 15844 (2016/01/29)

A palladium-catalyzed C-H arylation of aliphatic amines with arylboronic esters is described, proceeding through a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential C-H activation reactions. Four corners: A palladium-catalyzed C-H arylation of aliphatic amines with arylboronic esters is described to proceed by a four-membered-ring cyclopalladation pathway. Crucial to the successful outcome of this reaction is the action of an amino-acid-derived ligand. A range of hindered secondary amines and arylboronic esters are compatible with this process and the products of the arylation can be advanced to complex polycyclic molecules by sequential C-H activation reactions.

Enzyme-assisted Preparation of D-tert.-Leucine

Laumen, Kurt,Ghisalba, Oreste,Auer, Kurt

, p. 1977 - 1980 (2007/10/03)

Optically pure D-tert.-leucine was obtained by the enzymatic hydrolysis of (±)-N-acetyl-tert. leucine chloroethyl ester after about 50% conversion, this being catalyzed by a protease from Bacillus licheniformis (Alcalase), and subsequent acidic saponification of the recovered ester. Among the methyl, ethyl, octyl, chloroethyl and trichloroethyl esters, the chloroethyl ester exhibited the highest rate of hydrolysis.

Facile asymmetric synthesis of α-amino acids employing chiral ligand-mediated asymmetric addition reactions of phenyllithium with imines

Hasegawa, Masayoshi,Taniyama, Daisuke,Tomioka, Kiyoshi

, p. 10153 - 10158 (2007/10/03)

A three-step methodology involving an external chiral ligand-mediated asymmetric addition of phenyllithium to an anisidine imine, oxidative removal of N-PMP group, and finally oxidative conversion of the phenyl group to a carboxyl group provides a facile synthesis of optically pure α-amino acid derivatives beating a bulky α-substituent. (C) 2000 Elsevier Science Ltd.

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