19892-92-3

Usage

Uses

Used in Flavoring Agents:
Tert-Butyl (R)-2-hydroxy-4-methylpentanoate is used as a flavoring agent in the food industry for its distinctive fruity and sweet aroma, enhancing the taste and appeal of various food products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, tert-Butyl (R)-2-hydroxy-4-methylpentanoate is utilized as a building block in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Fine Chemicals Synthesis:
tert-Butyl (R)-2-hydroxy-4-methylpentanoate also plays a crucial role in the synthesis of fine chemicals, where its stable and versatile nature allows for the creation of a wide range of specialty chemicals for various applications.

InChI:InChI=1/C10H20O3/c1-7(2)6-8(11)9(12)13-10(3,4)5/h7-8,11H,6H2,1-5H3/t8-/m1/s1

Upstream product

• 101756-78-9 (S)-tert-butyl 2-bromo-3-methylbutanoate 
• 328-38-1 (R)-leucine 
• 19892-90-1 D-α-acetoxy-isocaproic acid 
• 111505-50-1 4-Nitro-benzoic acid (R)-1-tert-butoxycarbonyl-2-methyl-propyl ester 
• 75716-87-9 tert-butyl 4-methyl-2-oxopentanoate 
• 19892-91-2 2-Acetoxy-D-isocapronsaeure-tert-butylester 

Downstream Products

• 20312-37-2 (R)-2-hydroxy-4-methylpentanoic acid 
• 20046-32-6 O-<(4-Nitro-benzyloxycarbonyl)-N-methyl-L-valin>-D-2-hydroxy-isocapronsaeure-tert.-butylester 

Relevant academic research and scientific papers

3-Substituted indolizine-1-carbonitrile derivatives as phosphatase inhibitors

In the course of studies directed toward the discovery of novel scaffolds for medicinal application, we synthesized a series of 3-substituted indolizine-1-carbonitrile derivatives. Some of them displayed activity against MPtpA/MPtpB phosphatases which are involved in infectious diseases. We report here the solid-phase synthesis and antiphosphatase activity of a series of indolizines.

STEREOCONTROLLED SYNTHESIS OF D-α-HYDROXY CARBOXYLIC ACIDS FROM L-AMINO ACIDS

Optically active D-α-hydroxy carboxylic acids are obtained from L-amino acids via L-α-halocarboxylic acids and their stereoselective reaction with cesium p-nitrobenzoate.

Selective Reductions. 37. Asymmetric Reduction of Prochiral Ketones with B-(3-Pinanyl)-9-borabicyclononane

The chiral trialkylborane B-(3-pinanyl)-9-borabicyclononane, either with the neat reagents or concentrated solutions, 2 M, reduces a wide range of prochiral carbonyl compounds with good to excellent asymmetric induction.Reduction of simple dialkyl ketones, 2-butanone, 2-octanone, 3-methyl-2-butanone, and 3,3-dimethyl-2-butanone, yields the corresponding alcohols with 43percent, 48percent, 62percent, and 0.7percent asymmetric induction.Acetophenone is reduced to 1-phenylethanol in 85percent ee.The α,β-unsaturated ketones 3-buten-2-one, 1-acetyl-1-cyclohexene, 3-methyl-2-cyclohexenone, and trans-4-phenyl-3-buten-2-one are reduced to the corresponding allylic alcohols with 57percent, 64percent, 11percent, and 97percent asymmetric induction, respecticvely.The α,β-conjugated acetylenic ketones 3-butyn-2-one, 4-methyl-1-pentyn-3-one, and 4-phenyl-3-butyn-2-one underwent a rapid reduction to afford the corresponding propargylic alcohols with 79percent, 99percent, and 91percent enantiomeric purities.The α-haloalkyl aromatic ketones α-chloroacetophenone, α-bromoacetophenone, α-iodoacetophenone, α,p-dibromoacetophenone, α-bromo-p-cyanoacetophenone,α-bromo-2'-acetonaphthone,and α,α,α-trifluoroacetophenone afforded the corresponding halohydrins with 96percent,93percent,93percent,96percent,96percent,90percent,and35percent enantiomeric purities, respectively.The corresponding aliphatic analogue 1-bromo-3-methyl-butanone gave the halohydrin in 66percent ee.The other isomer of this ketone, 3-bromo-3-methyl-2-butanone, failed to undergo reduction.Both the aliphatic and aromatic α-keto esters underwent rapid reduction to give the corresponding α-hydroxy esters with excellentenantiomeric excesses.Thus, methyl, ethyl, isopropyl, and tert-butyl pyruvates afforded the corresponding lactates with 86percent,83percent,78percent, and 92percent ee at 25 deg C,respectively.Lowering the reaction temperature to 0 deg C gave the tert-butyl lactate in 100percent ee.Other aliphatic α-keto esters such as metyl and ethyl 2-oxopentanoates, methyl 3-methyl-2-oxobutanoate, and ethyl 4-methyl-2-oxopentanoate were reduced to the corresponding α-hydroxy esters with 96percent, 96percent, 11percent, and 82percent ee.The methyl, isopropyl, and tert-butyl benzoylformates were reduced to the corresponding mendelic esters with 90percent, 96percent and 100percent ee, respectively.The reduction of the β-keto esters, however, proceeded slowly and ethyl acetoacetate gave the corresponding alcohol with 55percent ee.