22146-59-4

Basic information

• Product Name: (S)-2-acetylamino-3,3-dimethylbutyric acid
• Synonyms: (S)-2-acetylamino-3,3-dimethylbutyric acid
• CAS NO: 22146-59-4
• Molecular Weight: 173.212
• Mol File: 22146-59-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 230 °C
• CAS DataBase Reference: (S)-2-acetylamino-3,3-dimethylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-acetylamino-3,3-dimethylbutyric acid(22146-59-4)
• EPA Substance Registry System: (S)-2-acetylamino-3,3-dimethylbutyric acid(22146-59-4)

Safety Data

• Hazardous Substances Data: 22146-59-4(Hazardous Substances Data)

Usage

Description

(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.

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.

Upstream product

• 380380-08-5 (+/-)-2-acetylamino-3,3-dimethylbutyric acid 2-chloroethyl ester 
• 20859-02-3 L-tert-Leucine 
• 108-24-7 acetic anhydride 
• 156092-14-7 (S)-(-)-N-(2,2-dimethyl-1-phenylprop-1-yl)-N-(4-methoxyphenyl)amine 
• 33105-81-6 2-amino-3,3-dimethylbutanoic acid 
• 326894-42-2 (-)-(S)-N-(2,2-dimethyl-1-phenylpropyl)acetamide 
• 22146-58-3 (+/-)-2-acetylamino-3,3-dimethylbutyric acid 
• 143005-55-4 (+/-)-2-acetylamino-3,3-dimethylbutyric acid methyl ester 
• 75-36-5 acetyl chloride 

Downstream Products

• 20859-02-3 L-tert-Leucine 

Relevant articles and documents

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

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

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

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.

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

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.