380886-48-6

Basic information

• Product Name: (S)-tert-butyl 2-acetoxy-3-Methylbutanoate
• Synonyms: (S)-tert-butyl 2-acetoxy-3-Methylbutanoate
• CAS NO: 380886-48-6
• Molecular Formula: C₁₁H₂₀O₄
• Molecular Weight: 216.2741
• Mol File: 380886-48-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-tert-butyl 2-acetoxy-3-Methylbutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-butyl 2-acetoxy-3-Methylbutanoate(380886-48-6)
• EPA Substance Registry System: (S)-tert-butyl 2-acetoxy-3-Methylbutanoate(380886-48-6)

Safety Data

• Hazardous Substances Data: 380886-48-6(Hazardous Substances Data)

Usage

General Description

(S)-tert-butyl 2-acetoxy-3-methylbutanoate, also known as tert-butyl (S)-2-acetoxy-3-methylbutanoate, is a chemical compound with the molecular formula C11H20O4. It is an ester, commonly used as a reagent in the production of pharmaceuticals and as a flavoring agent in food products. (S)-tert-butyl 2-acetoxy-3-methylbutanoate is a clear, colorless liquid with a fruity odor and is insoluble in water. It is synthesized through the esterification of acetic acid and (S)-tert-butyl 3-methyl-2-hydroxybutanoate, and is commonly used as a chiral reagent in organic synthesis due to its stereochemical properties. It is crucial in the production of various pharmaceuticals due to its specific chiral properties and is also used in the fragrance industry due to its pleasant aroma.

Upstream product

• 72-18-4 L-valine 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 18667-97-5 (S)-2-acetoxy-3-methylbutanoic acid 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 11042-59-4 neoantimycin 
• 380886-38-4 D-tert-butyl 2-phthalimid-N-oxy-3-methylbutanoate 
• 380886-43-1 D-tert-butyl 2-p-chlorophenylcarbonyl-aminoxy-3-methylbutanoate 
• 849773-63-3 ARP101 
• 3519-30-0 L-α-hydroxyisovaleric acid t-butyl ester 
• 19892-97-8 O-<(4-Nitro-benzyloxycarbonyl)-N-methyl-L-valin>-L-2-hydroxy-isovaleriansaeure-tert.-butylester 

Relevant articles and documents

First total synthesis of neoantimycin

The first total synthesis of neoantimycin (1), an unusual ring-extended antibiotic of the antimycin class, has been achieved, using intramolecular transesterification for construction of the 15-membered tetralactone core.

Amber force field implementation, molecular modelling study, synthesis and MMP-1/MMP-2 inhibition profile of (R)- and (S)-N-hydroxy-2-(N-isopropoxybiphenyl-4-ylsulfonamido)-3-methylbutanamides

Ab initio calculations (B3LYP/Lanl2DZ level of theory) were performed in this study to determine all the structural and catalytic zinc parameters required in order to study MMPs and their complexes with hydroxamate inhibitors by means of the AMBER force f

Synthesis and characterization of chiral N-O turns induced by α-aminoxy acids

Chiral α-aminoxy acids of various side chains were synthesized with high optical purity starting from chiral α-amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.