1468-39-9

Usage

Uses

Used in Pharmaceutical Industry:
Isovaleric anhydride is used as a precursor in the synthesis of various pharmaceutical compounds, playing a crucial role in the development of new medications and therapeutic agents.
Used in Agricultural Chemical Industry:
ISOVALERIC ANHYDRIDE is also utilized as a precursor in the production of agricultural chemicals, contributing to the development of products that enhance crop protection and yield.
Used in Organic Synthesis:
Isovaleric anhydride serves as a reagent in organic synthesis, facilitating various chemical reactions and contributing to the creation of a wide range of organic compounds.
Used in Food Industry:
As a flavoring agent, isovaleric anhydride is employed to impart specific tastes and aromas to food products, enhancing their sensory attributes and consumer appeal.
In all applications, due to its high reactivity and potential for causing irritation, it is essential to handle isovaleric anhydride with care and implement appropriate safety measures to protect both individuals and the environment.

InChI:InChI=1/C10H18O3/c1-7(2)5-9(11)13-10(12)6-8(3)4/h7-8H,5-6H2,1-4H3

Upstream product

• 503-74-2 3-methylbutyric acid 
• 3320-87-4 isocyanic acid (3-nitro-phenyl) ester 
• 7137-30-6 acetic acid isovaleric acid-anhydride 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 108-88-3 toluene 
• 102-69-2 tri-n-propylamine 
• 60-29-7 diethyl ether 
• 108-12-3 isopentanoyl chloride 
• 71-43-2 benzene 
• 535-80-8 3-chlorobenzoate 
• 539-66-2 sodium isovalerate 

Downstream Products

• 17616-98-7 3-methyl-1-(thiophen-2-yl)butan-1-one 
• 88542-70-5 3-isobutylidene-3H-isobenzofuran-1-one 
• 108-64-5 Ethyl isovalerate 
• 63450-57-7 Penta-O-isovaleryl-ξ-D-glucopyranose 
• 41328-97-6 O-isovaleryl-cholesterol 
• 124119-41-1 3,3-bis-(4-isovaleryloxy-phenyl)-phthalide 
• 108-83-8 diisobutyl ketone 
• 541-46-8 isobutylamide 
• 590-86-3 isovaleraldehyde 
• 15325-61-8 3-methyl-1-phenyl-1-butene 
• 77124-17-5 (E)-2-benzylidene-3-methylbutanoic acid 
• 103786-20-5 (E)-1-methoxy-4-(3-methyl-but-1-en-1-yl)benzene 
• 1262769-43-6 5,5-dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione 

Relevant academic research and scientific papers

Synthesis of Analogues of the Carboxyl Protease Inhibitor Pepstatin. Effect of Structure in Subsite P3 on Inhibition of Pepsin

A series of pepstatin analogues having minimum structural requirements for tight-binding inhibition has been synthesized and tested on porcine pepsin.Subtle changes in the geometry and size of side chains at the valine-1 position of pepstatin were found to dramatically affect inhibitor potency as well as the type of kinetic behavior observed.The inhibitors reported here can be grouped into two categories: the more potent inhibitors are slow-binding inhibitors, i.e., exhibit slow, time-dependent inhibition; the weaker inhibitors, with Ki values greater than 10-8M, are not time-dependent inhibitors.A minimum kinetic mechanism is proposed to account for the observed kinetic behavior.

Zinc(0)/dimethylformamide-mediated synthesis of symmetrical carboxylic anhydrides from acid chlorides

The high yielding synthesis of symmetrical carboxylic anhydrides from acid chlorides mediated by zinc dust in the presence of dimethylformamide is presented. A mechanism involving the reductive insertion of zinc(0) into the C-Cl bond of a Vilsmeier-type iminium intermediate as the crucial step is also proposed.

Isothiourea-Catalysed Regioselective Acylative Kinetic Resolution of Axially Chiral Biaryl Diols

An operationally simple isothiourea-catalysed acylative kinetic resolution of unprotected 1,1′-biaryl-2,2′-diol derivatives has been developed to allow access to axially chiral compounds in highly enantioenriched form (s values up to 190). Investigation of the reaction scope and limitations provided three key observations: i) the diol motif of the substrate was essential for good conversion and high s values; ii) the use of an α,α-disubstituted mixed anhydride (2,2-diphenylacetic pivalic anhydride) was critical to minimize diacylation and give high selectivity; iii) the presence of substituents in the 3,3′-positions of the diol hindered effective acylation. This final observation was exploited for the highly regioselective acylative kinetic resolution of unsymmetrical biaryl diol substrates bearing a single 3-substituent. Based on the key observations identified, acylation transition state models have been proposed to explain the atropselectivity of this kinetic resolution.

Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification

We present an organocatalytic C-O-bond cross-coupling strategy to kinetically resolve racemic diols with aromatic and aliphatic alcohols, yielding enantioenriched esters. This one-pot protocol utilizes an oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols were kinetically resolved, achieving high selectivities and good yields for the products and recovered diols.

A search for quantitative acylation of α-trinositol (1D-myo-inositol 1,2,6-tris(dihydrogen phosphate) pentasodium salt)

The acylation of α-trinositol is very sensitive to reaction conditions. Competing condensation reactions may give pyrophosphates and cyclic phosphates. Treatment of a tert-ammonium salt corresponding to α-trinositol with carboxylic acid anhydride and DMAP gives a good yield of the expected esters.

Hydroxy protection groups

The present invention concerns a method for preparing unprotected hydroxy compounds or acylated derivatives thereof by conversion of silyl alkyl-protected hydroxy compounds. The invention also relates to novel intermediates useful in the method and for other purposes.