34101-07-0

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 530-62-1 1,1'-carbonyldiimidazole 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 101669-73-2 methyl (S)-4-[(tert-butoxycarbonyl)amino]-3-oxo-5-phenylpentanoate 
• 126950-15-0 (E)-(4S)-4-tert-butoxycarbonylamino-3-hydroxy-2-(4-nitrophenyl)-2-pentenenitrile 
• 126950-13-8 4-tert-butoxycarbonylamino-2-cyano-3-hydroxy-5-phenylpenten-2-nitrile 
• 126950-14-9 (Z)-(S)-4-tert-Butoxycarbonylamino-2-cyano-3-hydroxy-5-phenyl-pent-2-enoic acid methyl ester 
• 66617-58-1 N-(tert-butoxycarbonyl)-L-phenylalanine benzyl ester 
• 250668-93-0 (2S)-3-phenyl-2-[N-(tert-butoxycarbonyl)amino]propanoyldimethylphenylsilane 
• 923601-68-7 (R)-dimethylsulfoxonium 2-oxo-3-(tert-butoxycarbonylamino)-4-phenylbutylide 
• 400611-25-8 tert-butyl (S)-(4-(dimethyl(oxo)-λ6-sulfanylidene)-3-oxo-1-phenylbutan-2-yl)carbamate 
• 174302-72-8 (S)-3-tert-butoxycarbonylamino-1-nitro-4-phenyl-2-butanone 
• 1309075-86-2 (3R)-3-tert-butoxycarbonylamino-1-nitro-2-oxo-4-phenylbutane 
• 145902-48-3 (3S)-3-(tert-butyloxycarbonylamino)-1,4-diphenylbutan-2-one 
• 72155-45-4 Boc-L-phenylalaninal 
• 1313226-71-9 (S)-tert-butyl 1-(7-hydroxy-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)-2-phenylethyl carbamate 
• 126950-39-8 [(E)-(S)-1-Benzyl-2-benzylamino-3-cyano-3-(4-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

N-carbamate protected amino acid derived guanidine organocatalysts

We report the preparation of a range of N-protected amino acid derived guanidine organocatalysts and their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 26%. Whilst these catalysts gave poo

Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids

As a key element in the construction of complex organic scaffolds, the formation of C?C bonds remains a challenge in the field of synthetic organic chemistry. Recent advancements in single-electron chemistry have enabled new methods for the formation of various C?C bonds. Disclosed herein is the development of a novel single-electron reduction of acyl azoliums for the formation of ketones from carboxylic acids. Facile construction of the acyl azolium in situ followed by a radical–radical coupling was made possible merging N-heterocyclic carbene (NHC) and photoredox catalysis. The utility of this protocol in synthesis was showcased in the late-stage functionalization of a variety of pharmaceutical compounds. Preliminary investigations using chiral NHCs demonstrate that enantioselectivity can be achieved, showcasing the advantages of this protocol over alternative methodologies.

Synthesis and preliminary biological evaluations of (+)-isocampholenic acid-derived amides

The synthesis of two novel (+)-isocampholenic acid-derived amines has been realized starting from commercially available (1S)-(+)-10-camphorsulfonic acid. The novel amines as well as (+)-isocampholenic acid have been used as building blocks in the constru

A rapid and efficient one-pot method for the reduction of N-protected α-amino acids to chiral α-amino aldehydes using CDI/DIBAL-H

N-Protected amino acids can be easily converted into chiral α-amino aldehydes in a one-pot reaction by activation with CDI followed by reduction with DIBAL-H. This method delivers Boc-, Cbz- and Fmoc-protected amino aldehydes from proteinogenic amino acids in very good isolated yields and complete stereointegrity.

PROCESS FOR ENANTIOSELECTIVE PREPARATION OF NITROKETONE, AN INTERMEDIATE OF PROTEASE INHIBITORS

The present invention provides a process for the preparation of N-[(1S)-3-nitro-2oxo- l-(phenylmethyl)propyl]carbamic acid, 1,1-dimethylethyl ester (Nitroketone) of formula I, comprising the steps of, (a) preparing a solution of N- (tertbutoxycarbonyl)-L-

Conversion of α-amino acids into bioactive o-aminoalkyl resorcylates and related dihydroxyisoindolinones

The synthesis of biologically active o-aminoalkyl resorcylates and related dihydroxyisoindolinones from functionalized α-amino acids without the use of phenolic protection is described. The key aminoalkyl-diketo-dioxinone intermediates were prepared utilizing a crossed Claisen condensation reaction in the presence of diethylzinc. The aromatic unit was constructed via late stage cyclization and aromatization, and subsequent modification provided the novel resorcylates which showed activity against a selection of receptors and kinases, including 5-HT and CDK.

PROCESSES FOR THE PREPARATION OF ALPHA-CHLOROKETONES FROM CARBOXYLIC ACIDS

The present disclosure provides compositions and methods for the preparation of ? chloroketones from carboxylic acids. In particular embodiments, the present disclosure provides procedures for the preparation of chiral ? chloroketone derivatives of amino acids.

Synthesis of acylated active methylene compounds with N-boc-L-phenylalanine and their heterocyclization, both achieved enantioselectively

Three active methylene compounds, malononitrile, methyl cyanoacetate and Meldrum's acid, have been found to be acylated effectively with N-Boc-L-phenylalanine using carbonyldiimidazole (CDI) activation conditions. Two of the aminoacetyl derivatives isolat

Novel peptide isosteres that were designed to inhibit the binding of the HIV surface glycoprotein (gp120) to the T cell surface glycoprotein CD4

The cis- and trans-isomers of (2S)-2-[3′(RS)-3′-benzyl-3′-benzyloxycarbonylprop-1′- enyl]-N-methoxycarbonylcarbonylpyrrolidines have been prepared from a Wittig reaction between (S)-N-Boc-prolinal and the phosphorus ylide from (2RS)-3-iodo-2-benzyl-1-triisopropylsilyloxypropane. In addition, (2S)-N-methoxycarbonylcarbonyl-2-[(3′RS)-1-oxo-3′-benzyl-3′- benzyloxycarbonylpropyl]pyrrolidine was prepared from the cis-alkene produced in the Wittig reaction. These were intended as peptide isosteres of the known inhibitors of HIV-lymphocyte binding N-methoxycarbonylcarbonylprolylphenylalanyl benzyl esters, but did not possess such activity.