296766-73-9

Basic information

• Product Name: (S)-N-(1,4-dihydroxybutan-2-yl)benzamide
• Synonyms: (S)-N-(1,4-dihydroxybutan-2-yl)benzamide;N-[(2S)-1,4-dihydroxybutan-2-yl]benzamide
• CAS NO: 296766-73-9
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.2417
• Mol File: 296766-73-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-N-(1,4-dihydroxybutan-2-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(1,4-dihydroxybutan-2-yl)benzamide(296766-73-9)
• EPA Substance Registry System: (S)-N-(1,4-dihydroxybutan-2-yl)benzamide(296766-73-9)

Safety Data

• Hazardous Substances Data: 296766-73-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-N-(1,4-dihydroxybutan-2-yl)benzamide is used as a potential pharmaceutical agent due to its unique structure and chiral nature. (S)-N-(1,4-dihydroxybutan-2-yl)benzamide's hydroxyl functional groups and benzamide backbone may contribute to its interaction with biological targets, making it a candidate for the development of new drugs.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (S)-N-(1,4-dihydroxybutan-2-yl)benzamide serves as a valuable compound for research purposes. Its chirality and functional groups can be explored for their potential to modulate biological activity, providing insights into the design of more effective and selective therapeutic agents.

Upstream product

• 86555-45-5 (2S)-N-benzoyl-L-aspartic acid dimethyl ester 
• 82933-21-9 N-benzoyl-L-aspartic acid α-methyl ester 
• 98-88-4 benzoyl chloride 
• 40856-55-1 (S)-2-benzoylamino-γ-butyrolactone 

Downstream Products

• 296766-52-4 N-[(2R,5S)-2-(2,2-dimethoxyethyl)-1,3-dioxacycloheptan-5-yl]benzoylamine 
• 327615-67-8 (S)-2-(2-phenyl-4,5-dihydrooxazol-4-yl)ethyl 4-methylbenzenesulfonate 
• 369657-14-7 (S)-2-phenyl-4-(2-iodoethyl)oxazoline 
• 369657-21-6 1-((((S)-4',5'-dihydro-2'-phenyl-4'-oxazolyl)ethyl)-3-(2,6)-diisopropylphenyl)imidazolium iodide 

Relevant articles and documents

Expeditious novel routes to enantiopure 3-amino tetrahydrofuran hydrochloride

The synthesis of chemically and enantiomerically pure (S)-3-amino tetrahydrofuran hydrochloride starting from the natural amino acids, l-aspartic acid or l-methionine is described. The process involves no chromatography and can be easily carried out on a large scale. The enantiopurity of the final product was established by NMR and chiral HPLC methods.

Improved catalysts for the iridium-catalyzed asymmetric isomerization of primary allylic alcohols based on charton analysis

An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relied on the preliminary mechanistic information available, and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation. Sterically unbiased chiral aldehydes that were not accessible previously have been obtained with high levels of enantioselectivity, thus validating the initial hypothesis regarding the selected ligand-design elements. A rationale for the high enantioselectivities achieved in most cases is also presented. Achieving enantioselectivity: An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relies on preliminary mechanistic information and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation (see figure).

Processes for the Manufacture of Chiral and Racemic Forms of 3-Aminotetrahydrofurans, Their Salts and Derivatives

A novel process for the synthesis of (S)-3-Amino-tetrahydrofuran and (R)-3-Amino-tetrahydrofuran is described. The process is applicable for substituted chiral-3-aminotetrahydrofuran derivatives.

Toward the development of chemoprevention agents. Part 1: Design, synthesis, and anti-inflammatory activities of a new class of 2,5-disubstituted-dioxacycloalkanes

A new class of 2,5-disubstituted-dioxacycloalkanes were designed and synthesized via stereoselective synthetic method as cancer chemoprevention agents. The anti-inflammatory activities of these compounds were tested using the xylene-induced mouse ear edema model. Some of these compounds exhibited comparable or better anti-inflammatory activities than that of aspirin suggesting that they can be further developed as potential anti-inflammatory drug lead compounds. In addition, treatment of these anti-inflammatory agents did not prolong tail bleeding time in mice. The structure/activity relationships were also analyzed among these compounds.

Modular chiral selenium-containing oxazolines: Synthesis and application in the palladium-catalyzed asymmetric allylic alkylation

A new series of modular chiral selenium-containing oxazolines has been synthesized from inexpensive and commercially available l-serine and l-aspartic acid. These new compounds were evaluated as chiral ligands in the palladium-catalyzed asymmetric allylic

5-Benzoylamino-1,3-dioxacyclanes, the method for preparing the same and their use as PKC inhibitor

The present invention discloses a series of benzoylamino-1,3-dioxacyclane compounds, of which compounds 1-21 were prepared via transacetalisation reaction between N-benzoylaminoglycol and 1,1,3,3-tetramethoxypropane; while compounds 22-48 were prepared vi

Optically active iridium imidazol-2-ylidene-oxazoline complexes: Preparation and use in asymmetric hydrogenation of arylalkenes

This work explores the potential of iridium complexes of the N-heterocyclic carbene oxazoline ligands 1 in asymmetric hydrogenations of arylalkenes. The accessible carbene precursors, imidazolium salts 2, and robust iridium complexes 5 facilitated a disco

New, optically active phosphine oxazoline (JM-phos) ligands: Syntheses and applications in allylation reactions

Three different syntheses of the phosphine oxazoline systems 1 are presented. Two of these approaches are divergent routes designed to involve an advanced intermediate that can be transformed into several different end-products. The third is a shorter route specifically designed to facilitate preparations of these systems on a larger scale using minimal functional group protection. Overall, eight different phosphine oxazolines were prepared. These were screened in several palladium-mediated allylation reactions. They proved to be most useful for asymmetric alkylation of 3-acetoxy-1,3-diphenylpropene and less suitable/effective for the more challenging substrates (a pentenyl derivative and a cyclohexenyl system). X-ray crystallographic analysis of the complex [(η3-PhCHCHCHPh)Pd(1a)][PF6] led to the conclusion that the origins of asymmetric induction in these systems might be indirectly attributed to interaction of the oxazoline-phenyl substituent with the palladium and with an allyl-phenyl substituent. Finally, data is presented for allylation of a silylenolate of an N-acyl oxazolidinone; excellent enantioselectivities and yields were obtained.

Stereoselective transacetalization of 1,1,3,3-tetramethoxypropane and N- benzoylaminodiols

The transacetalization of 1,1,3,3-tetramethoxypropane and an N- benzoylaminodiol provided stereoselectively the corresponding 2,5- disubstituted-1,3-dioxanes. The stereochemistry of the rings formed in the transacetalization depended on the structure of the amino diol, and the ratio of the products depended on the reaction conditions, as expected. This kind of stereoselective transacetalization not only gives a series of useful building blocks but also generates interesting 1,3-dioxanes which target protein kinase C.