134872-85-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
5-Phenyl-2-morpholinone is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to easily undergo chemical reactions, contributing to the development of new drugs and other chemical compounds.
Used in Polymer Development:
P2M is utilized as a building block in the creation of various polymers, showcasing its versatility in different chemical applications and its potential to enhance material properties.
Used as a Solvent in Industrial Processes:
5-Phenyl-2-morpholinone is employed as a solvent in a range of industrial processes, highlighting its practical applications in the chemical industry.
Used as a Reagent in Organic Synthesis:
P2M serves as a reagent in organic synthesis, facilitating various chemical reactions and contributing to the advancement of organic chemistry.

InChI:InChI=1/C10H11NO2/c12-10-6-11-9(7-13-10)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2

Upstream product

• 620-72-4 phenyl 2-bromoacetate 
• 20989-17-7 (2S)-2-phenylglycinol 
• 56613-80-0 D-2-phenylglycinol 
• 175226-64-9 (5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one 
• 116173-81-0 (R)-2-methyl-4-phenyl-Δ²-oxazoline 
• 491833-36-4 (S)-5-phenylmorpholin-2-one hydrochloride 
• 197167-72-9 (5S)-N-(benzyloxycarbonylaminomethyl)-5-phenylmorpholin-2-one 

Downstream Products

• 197167-90-1 (4S,6aS,9aR,9bS)-8-Methyl-4-phenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 
• 197167-85-4 (4S,6aR,9aS,9bS)-8-Methyl-4-phenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 
• 134872-89-2 N-methyl 2(R),6(R),7(S),8(R) 2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide 
• 197167-87-6 (4S,6aS,9aR,9bS)-4,8-Diphenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 
• 197167-55-8 (4S,6aR,9aS,9bS)-4,8-Diphenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 
• 134872-90-5 (4S,7S,8R,8aS)-1-Oxo-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazine-7,8-dicarboxylic acid dimethyl ester 
• 134872-90-5 (4S,7R,8S,8aS)-1-Oxo-4-phenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazine-7,8-dicarboxylic acid dimethyl ester 
• 152972-17-3 (2R,8R,12S)-12-phenyl-1-aza-10-oxatricyclo<6.4.0.0^2,6>dodec-6-en-9-one 
• 134872-86-9 2(R),6(R),7(S),8(R) 2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide 
• 139730-41-9 2(R),6(R),7(R),8(S)-N-<(5'(R)-phenylmorpholin-2-onyl)methyl>-2-phenyl-1-aza-4-oxa<4.3.0^1,6>bicyclononan-5-one-7,8-dicarboximide 
• 220077-24-7 (S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-oxazine-2-one 
• 134872-86-9 (4S,6aS,9aR,9bS)-4-Phenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 
• 139730-41-9 (4S,6aR,9aS,9bS)-8-((S)-2-Oxo-5-phenyl-morpholin-4-ylmethyl)-4-phenyl-hexahydro-pyrrolo[3',4':3,4]pyrrolo[2,1-c][1,4]oxazine-1,7,9-trione 

Relevant academic research and scientific papers

A mild approach to synthesise enantiopure glycine-derived 5-phenylthiomorpholinone

A seven-step synthetic route has been developed to access the labile C-3 unsubstituted 5-phenylthiomorpholinone system for the first time. The key step involved the nucleophilic ring opening of Boc-phenylmorpholinone to give the corresponding methyl ester. The sulfur introduction was accomplished through a Mitsunobu reaction to yield a thioacetate, which was then hydrolysed to provide the thiol acid. Cyclization of the thiol acid was achieved using DCC in the presence of DMAP, to give Boc-phenylthiomorpholinone and subsequent deprotection afforded the elusive C-3 unsubstituted 5-phenylthiomorpholinone.

Synthesis of UDP-glucose: N-acylsphingosine glucosyl transferase inhibitors

Disclosed is a novel enantiomeric synthesis ceramide-like inhibitors of UDP-glucose: N-acylsphingosine glucosyltransferase. Also disclosed are novel intermediates formed during the synthesis.

Method for preparing tartrate EGS

The invention discloses a method for preparing tartrate EGS. The method comprises the following steps: (1) subjecting EGS-A4 represented by a formula shown in the description and trifluoroacetic acid to a reduction reaction in an inert atmosphere in the presence of a catalyst, so as to obtain EGS-SMA represented by a formula shown in the description after the reaction is complete, wherein the catalyst is Pd/C or the like; (2) preparing EGS-SMB represented by a formula shown in the description from EGS-B0 represented by a formula shown in the description, an acid binding agent and EGS-B0' represented by a formula shown in the description, then, subjecting the EGS-SMB to a reaction with the EGS-SMA so as to obtain EGS-API represented by a formula shown in the description, and then, subjecting the EGS-API to a reaction with L-tartaric acid, thereby obtaining the final product. The method can adapt to large-scale production processes and has the process characteristics of wide source, low cost and stable yield, and the yield of the obtained tartrate EGS is remarkably higher than that of the existing methods and can reach 95%, so that the method has an important application value.

IMPROVED PROCESS FOR THE PREPARATION OF ELIGLUSTAT AND ITS SALTS

The present application relates to an improved process for the preparation of Eliglustat or its pharmaceutically acceptable salts thereof. Further relates to isolation of intermediates in the form of solid and their use for preparation of Eliglustat or its pharmaceutically acceptable salts thereof.

METHODS FOR TREATING CHRONIC PAIN USING 3-ARYL-3-HYDROXY-2-AMINO-PROPIONIC ACID AMIDES, 3-HETEROARYL-3-HYDROXY-2-AMINO-PROPIONIC ACID AMIDES AND RELATED COMPOUNDS

Disclosed herein are methods of treating a patient suffering from one or more types of chronic pain using compounds of Formulas 1 and 2 wherein the variables have the meaning disclosed in the specification

Synthesis of UDP-glucose: N-acylsphingosine glucosyltransferase inhibitors

Disclosed is a novel enantiomeric synthesis cermamide-like inhibitors of UDP-glucose: N-acylsphingosine glucosyltransferase. Also disclosed are novel intermediates formed during the synthesis.

Carbamate derived stable precursors for generating chiral azomethine ylids under mild conditions.

We describe the evolution of stable azomethine ylid precursors which avoid the need for an aldehyde in the ylid generation step. tert-Butyl carbamate derivative (16) demonstrates comparable efficiency to the standard method of ylid generation and trapping, but permits use of milder conditions.

Oxidative rearrangement of 2-substituted oxazolines. A novel entry to 5,6-dihydro-2H-1,4-oxazin-2-ones and morpholin-2-ones

A novel synthesis of 5,6-dihydro-2H-1,4-oxazin-2-ones by SeO2-promoted oxidative rearrangement of 2-alkyl- and 2-(arylmethyl)oxazolines is described. Yields are good to excellent (up to 94%) with the highest yields obtained for 2-arylmethyl- and 2-neopentyl-substituted oxazolines. This reaction provides convenient access to novel 5-aryl-substituted dihydrooxazinones in high yield. The latter compounds are important 'chiral glycine' synthons for asymmetric synthesis of α-amino acids. Since oxazolines are readily derived from carboxylic acids or their equivalents, this oxidative rearrangement constitutes an entry to synthesis of α-amino acids from carboxylic acids. A mechanism is proposed to account for the rearrangement involving a 'nitrilium to acylium' 1,2-migration.

Development of a chiral stabilised azomethine ylid. A chiral relay system

The chiral, stabilised azomethine ylids (2) derived from (R)-2-phenylglycinol has been demonstrated to undergo enantioselective 1,3-dipolar cycloaddition reactions with a range of alkene and alkyne dipolarophiles.

Enantioselective Synthesis of α-Amino Acid Derivatives via the Stereoselective Alkylation of a Homochiral Glycine Enolate Synthon

A new synthetic method for the enantioselective preparation of α-amino acid derivatives is presented.The key step involves the diastereoselective alkylation of the new chiral glycine enolate synthons 7 and 8 providing alkylation adducts with de of > 97.6percent in good yields (73-90percent).The reactivities of the enolates of 7 and 8 were extraordinarily sensitive to the metal counterion and solvent.Experimental conditions are described to maintain high diastereoselectivities in the alkylation step for electrophiles varying from highly reactive (α-haloacetate esters) to less reactive (n-butyl iodide).The alkylation diastereoselectivities were established to be under kinetic control by equilibration experiments on selected alkylation products.A model is presented which hinges on an A(1,3) interaction between the termini of the N4-acyl protecting group and the C5-phenyl group of 7 and 8 which in turn dictates the ?-facial selectivity of the enolate.The model successfully accounts for the observed results and is corroborated by the conformation of an alkylation adduct as revealed by a single-crystal X-ray determination.A simple one-pot, three-step deprotection procedure provides the desired α-amino acid as the ethyl ester hydrochloride salts (60-80percent overall yield) with no attending racemization as determined by conversion of the amino acid esters to the corresponding (+)- or (-)-Mosher amides.