144154-40-5

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)is used as a synthetic intermediate in the production of pharmaceuticals and agrochemicals. Its unique structure allows for the development of new compounds with potential therapeutic and pesticidal properties.
Used in Organic Synthesis:
2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)serves as a valuable building block in organic synthesis, enabling the creation of a wide range of chemical products. Its versatile structure allows for various chemical reactions and modifications, contributing to the synthesis of complex organic molecules.
Used as a Chiral Auxiliary:
2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)is utilized as a chiral auxiliary in asymmetric transformations. Its unique stereochemistry aids in the selective synthesis of enantiomerically pure compounds, which is crucial in the development of pharmaceuticals with improved efficacy and reduced side effects.
Used in Antimicrobial Applications:
2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)has been studied for its antimicrobial properties, making it a potential candidate for the development of new antimicrobial agents. Its ability to target and inhibit the growth of harmful microorganisms could contribute to the fight against antibiotic-resistant bacteria.
Used in Anticancer Research:
2-Oxazolidinone, 4-(1-methylethyl)-3-(1-oxopropyl)has also been investigated for its anticancer properties. Its potential to interfere with cancer cell growth and proliferation makes it a promising candidate for the development of novel anticancer drugs.

Upstream product

• 201230-82-2 carbon monoxide 
• 123-62-6 propionic acid anhydride 
• 95530-58-8 (R)-4-isopropyloxazolidin-2-one 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 79-03-8 propionyl chloride 

Downstream Products

• 160238-72-2 <3(2R,3S,5R,6S,7R),4R>-3-(7-benzoyloxy-5-benzyloxy-6-methoxy-3-(4-methoxybenzyl)oxy-2,8-dimethyl-1-oxononyl)-4-isopropyl-2-oxazolidinone 
• 160238-71-1 (3(2R,3S,5R,6S,7R),4R)-3-(7-benzoyloxy-5-benzyloxy-3-hydroxy-6-methoxy-2,8-dimethyl-1-oxononyl)-4-isopropyl-2-oxazolidinone 
• 740836-04-8 (R)-3-((2S,3S)-5-Benzyloxy-3-hydroxy-2-methyl-pentanoyl)-4-isopropyl-oxazolidin-2-one 
• 873428-42-3 (R)-3-[(S)-3-(3,5-Dimethoxy-phenyl)-2-methyl-propionyl]-4-isopropyl-oxazolidin-2-one 
• 236117-67-2 C₂₄H₃₅NO₆ 
• 79563-27-2 4(S)-(1-methylethyl)-3-(2(R)-methyl-1-oxo-3-phenylpropyl)-2-oxazolidinone 
• 97747-36-9 (4R,2'R,3'S,4'S)-3-(5'-Benzyloxy-3'-hydroxy-2',4'-dimethylpentanoyl)-4-isopropyl-2-oxazolidinone 
• 160238-48-2 (2R,3S,4R)-N-methoxy-5-(4-methoxybenzyl)oxy-N,2,4-trimethyl-3-(triethylsilyl)oxy-pentanamide 
• 1239600-18-0 (R)-3-((2R,3R)-3-hydroxy-2-methyl-4-methylenenonanoyl)-4-isopropyloxazolidin-2-one 
• 1419778-06-5 C₂₈H₃₁NO₇ 
• 1350547-30-6 C₁₈H₂₃NO₅ 
• 1259283-25-4 benzyl (2R,3R,4R)-3-hydroxy-5-[(R)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate 
• 1227632-99-6 (4R)-3-((2R,3S,6R)-7-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-3-hydroxy-2,6-dimethylheptanoyl)-4-isopropyl-1,3-oxazolan-2-one 
• 1132762-26-5 C₂₃H₂₉NO₄ 

Relevant academic research and scientific papers

Structural Determination of (-)-SCH 64874 and Hirsutellomycin by Semisynthesis

The structure of a C2-symmetric epidithiodiketopiperazine alkaloid, SCH 64874, was determined by semisynthesis. The relative stereochemistry of the β-hydroxy carboxylic acid chain having three chiral centers was determined by comparison of the NMR data of the four possible diastereomeric β-hydroxy carboxylic acid fragments with those of SCH 64874. Condensation of the (-)-deacetylaranotin core with two enantiomeric β-hydroxy carboxylic acids revealed the relative stereochemistry of SCH 64874. The relative stereochemistry of the β-keto carboxylic acid chain of the analogous alkaloid hirsutellomycin was determined in a stepwise manner. The C4′-C6′ syn relationships were predicted by comparing the NMR data of the corresponding ester fragments with that of hirsutellomycin. The relative stereochemistry of the whole molecule, including the epimerizable C2′ stereocenter, was determined by introduction of four possible side chains into the bisdethiodi(methylthio)deacetylaranotin core. We found that the stereochemistry of C2′ converged with that of the thermodynamically stable form influenced by the core structure.

Toward Transition Metal-Catalyzed Carbonylation of Methanol without HI as Copromoter: Catalytic Exocyclic Carbonylation of Cycloimino Esters

(Formula presented). Initial studies of a rare exocyclic C-O bond carbonylation are reported. Under the catalysis of Co2(CO) 8 in the absence of HI as the copromoter, cycloimino esters are carbonylated to afford N-acyllactams in high yields under relatively mild conditions (100-160°C and 200-1000 psi). The reaction is interesting because it opens up the possibility of carbonylation of alcohols in the absence of HI.

A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS

The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.

A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS

The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.

Absolute configuration of lactams and oxazolidinones using kinetic resolution catalysts

A simple method for determining the absolute configuration of oxazolidinones, lactams, and their derivatives using kinetic resolution catalysts is described. The optically pure substrates were acylated using the (S)-HBTM and the (R)-HBTM catalyst, and the faster reaction was determined. An empirical mnemonic was developed for the assignment of the absolute configuration based on the fast-reacting catalyst.

Asymmetric alkylations using SuperQuat auxiliaries - An investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones

Studies on the alkylation of enolates derived from a range of N-acyl-5,5-dimethyloxazolidin-2-ones and N-acyl-5,5-diphenyloxazolidin-2-ones reveal that high yields and high diastereoselectivities are best obtained when homochiral 4-isopropyl-5,5-dimethyloxazolidin-2-one is employed as a chiral auxiliary.

Herpes ribonucleotide reductase inhibitors

Disclosed herein are compounds of the formula STR1 wherein R1 is hydrogen or (1-4C) alkyl, R2 is (1-4C) alkyl or a therapeutically acceptable salt thereof. The compounds are useful for treating herpes infections.