114744-83-1

Basic information

• Product Name: (2-OXO-2-PHENYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER
• Synonyms: TERT-BUTYL (2-OXO-2-PHENYLETHYL)CARBAMATE;TERT-BUTYL N-(2-OXO-2-PHENYLETHYL)CARBAMATE;CarbaMic acid, N-[(1S)-2-(MethoxyMethylaMino)-1-Methyl-2-oxoethyl]-, phenylMethyl ester;Benzyl [(2S)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl]carbamate
• CAS NO: 114744-83-1
• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29
• Mol File: 114744-83-1.mol

Chemical Properties

• Melting Point: 87-89 °C
• Appearance: /
• Density: 1.166±0.06 g/cm3(Predicted)
• PKA: 10.98±0.46(Predicted)
• CAS DataBase Reference: (2-OXO-2-PHENYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2-OXO-2-PHENYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(114744-83-1)
• EPA Substance Registry System: (2-OXO-2-PHENYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER(114744-83-1)

Safety Data

• Hazardous Substances Data: 114744-83-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 69, p. 2059, 1991 DOI: 10.1139/v91-298

Upstream product

• 1142-20-7 N-Cbz-Ala 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 99790-15-5 ((S)-2-Imidazol-1-yl-1-methyl-2-oxo-ethyl)-carbamic acid benzyl ester 
• 79-22-1 methyl chloroformate 
• 65638-93-9 N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 114744-86-4 ((S)-1-Methyl-2-oxo-butyl)-carbamic acid benzyl ester 
• 54064-02-7 benzyl [(1S)-1-methyl-2-oxo-2-phenylethyl]carbamate 
• 120589-26-6 (S)-N-Cbz-4-amino-1-phenyl-1-pentyn-3-one 
• 871917-79-2 benzyl {(1S)-2-[3,5-bis(trifluoromethyl)phenyl]-1-methyl-2-oxoethyl}carbamate 
• 244021-38-3 benzyl ((S)-1-(((S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate 
• 115363-74-1 {(S)-1-[(S)-1-(Methoxy-methyl-carbamoyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid benzyl ester 

Relevant articles and documents

Efficient preparation of stereopure amphiphilic 1,2-amino alcohols by using preparative enantioselective HPLC

Chiral amphiphiles are useful for controlling the structures and properties of supramolecular assemblies, but their stereocontrolled synthesis is generally difficult, because their long alkyl chains tend to bring unfavorable effects on the solubility, rea

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Allylamines are versatile building blocks in the synthesis of various naturally occurring products and pharmaceuticals. In contrast to terminal allylamines, the methods of synthesis of their branched congeners with internal, stereodefined double bonds are less explored. This work describes a new approach for the preparation of allylaminesviacross-coupling of alkyl bromides with simple 3-bromoallylamines by merging the photoredox approach and Ni catalysis. The reaction proceeds under mild conditions, under blue light irradiation, and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides) andN-protected allylamines, as well asN-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting materials allows for rapid and easy construction of complex multifunctional allylamine derivatives without the loss of enantiomeric purity.

Probing α-Amino Aldehydes as Weakly Acidic Pronucleophiles: Direct Access to Quaternary α-Amino Aldehydes by an Enantioselective Michael Addition Catalyzed by Br?nsted Bases

The high tendency of α-amino aldehydes to undergo 1,2-additions and their relatively low stability under basic conditions have largely prevented their use as pronucleophiles in the realm of asymmetric catalysis, particularly for the production of quaternary α-amino aldehydes. Herein, it is demonstrated that the chemistry of α-amino aldehydes may be expanded beyond these limits by documenting the first direct α-alkylation of α-branched α-amino aldehydes with nitroolefins. The reaction produces densely functionalized products bearing up to two, quaternary and tertiary, vicinal stereocenters with high diastereo- and enantioselectivity. DFT modeling leads to the proposal that intramolecular hydrogen bonding between the NH group and the carbonyl oxygen atom in the starting α-amino aldehyde is key for reaction stereocontrol.

A (S)- N - methoxy - methyl -2 - (tetrahydro-pyrrolyl) propionamide and its preparation method and application

The invention discloses a (S)-N-methoxy-methyl-2-(pyrrolidine) propionamide shown as a formula (5). A preparation method is as follows: subjecting a starting material L-alanine to amino protection, reaction with N,O-dimethyl hydroxylamine hydrochloride, removal of amino protecting group, and alkylation; and subjecting the prepared compound shown as (5) to addition elimination and reduction to obtain an Efavirenz chiral ligand shown as the formula (7). The synthetic method of Efavirenz chiral ligand provided by the invention has the advantages of mild reaction conditions, simple operation, high yield and low production cost, and is suitable for industrialized production.

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α-Amino Aldehydes as Readily Available Chiral Aldehydes for Rh-Catalyzed Alkyne Hydroacylation

Readily available α-amino aldehydes, incorporating a methylthiomethyl (MTM) protecting group on nitrogen, are shown to be efficient substrates in Rh-catalyzed alkyne hydroacylation reactions. The reactions are performed under mild conditions, employing a small-bite-angle bis-phosphine ligand, allowing for good functional group tolerance with high stereospecificity. Amino aldehydes derived from glycine, alanine, valine, leucine, phenylalanine, isoleucine, serine, tryptophan, methionine, and cysteine were successfully employed, as was an enantiomerically enriched α-OMTM-aldehyde derived from phenyllactic acid. The synthetic utility of the α-amino enone products is demonstrated in a short enantioselective synthesis of the natural product sphingosine.

METHOD OF PRODUCING PYRAZINO[2,1-C][1,2,4]TRIAZINE COMPOUND

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Autotandem catalysis: Synthesis of pyrroles by gold-catalyzed cascade reaction

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NOVEL OXAZOLIDINONE DERIVATIVE AS CETP INHIBITOR, ITS PREPARATION METHOD, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

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