88425-21-2

Upstream product

• 67-56-1 methanol 
• 69261-52-5 Phenylacetyl-carbamic acid benzyl ester 
• 1161-13-3 N-Cbz-L-Phe 
• 62067-14-5 (S)-benzyl 1-azido-1-oxo-3-phenylpropan-2-ylcarbamate 
• 3588-57-6 Z-DL-Phe-OH 
• 112037-34-0 N-(Benzyloxycarbonyl)-N'-carbonyl-1,1-diamino-2-phenylethane 

Downstream Products

• 127136-96-3 benzyl N-[1-(1,2,3-benzotriazol-1-yl)-2-phenylethyl]carbamate 
• 1612797-92-8 C₃₄H₃₁NO₂P⁽¹⁺⁾*Br^(1-) 
• 107072-80-0 diethyl 1?(N?benzyloxycarbonylamino)?2?phenylethylphosphonate 

Relevant academic research and scientific papers

Non-Kolbe electrolysis of

Here, we report a standardized method for the synthesis of N-protected (1-methoxyalkyl)amines by the electrochemical decarboxylative α-methoxylation of α-amino acid derivatives using the commercially available, easy-to-use, compact ElectraSyn 2.0 setup. T

Catalyst-free Mannich-type reaction of 1-(N-acylamino)alkyltriphenylphosphonium salts with silyl enolates

A catalyst-free reaction of 1-(N-acylamino)alkyltriphenylphosphonium tetrafluoroborates with silyl enolates was developed to prepare β-amino carbonyl compounds. The reported method is a useful approach for the preparation of N-protected β-amino esters as

Catalyst-free Friedel-Crafts reaction of 1-(N-acylamino)alkyltriarylphosphonium salts with electron-rich arenes

Friedel-Crafts reaction of 1-(N-acylamino)alkyltriarylphosphonium salts with arenes or heteroarenes without the need for any catalyst provided access to a wide range of biologically interesting N-(1-arylalkyl)amides or 1-arylalkylphosphonium salts which c

1-(N -acylamino)alkyl sulfones from N -acyl-α-amino acids or N -alkylamides

A variety of N-(1-methoxyalkyl)amides or carbamates react readily with sodium aryl sulfinates in the presence of triphenylphosphonium tetrafluoroborate or bromide in CHCl3 under mild conditions to give 1-(N-acylamino)alkyl sulfones in good yiel

α-amidoalkylating agents from N-acyl-α-amino acids: 1-(N-acylamino)alkyltriphenylphosphonium salts

N-Acyl-α-amino acids were efficiently transformed in a two-step procedure into 1-N-(acylamino)alkyltriphenylphosphonium salts, new powerful α-amidoalkylating agents. The effect of the α-amino acid structure, the base used [MeONa or a silica gel-supported piperidine (SiO 2-Pip)], and the main electrolysis parameters (current density, charge consumption) on the yield and selectivity of the electrochemical decarboxylative α-methoxylation of N-acyl-α-amino acids (Hofer-Moest reaction) was investigated. For most proteinogenic and all studied unproteinogenic α-amino acids, very good results were obtained using a substoichiometric amount of SiO2-Pip as the base. Only in the cases of N-acylated cysteine, methionine, and tryptophan, attempts to carry out the Hofer-Moest reaction in the applied conditions failed, probably because of the susceptibility of these α-amino acids to an electrochemical oxidation on the side chain. The methoxy group of N-(1-methoxyalkyl)amides was effectively displaced with the triphenylphosphonium group by dissolving an equimolar amount of N-(1-methoxyalkyl)amide and triphenylphosphonium tetrafluoroborate in CH 2Cl2 at room temperature for 30 min, followed by the precipitation of 1-N-(acylamino)alkyltriphenylphosphonium salt with Et 2O.

Preparation of acyclic N-acyl-N,O-acetals by decarboxylation of N-protected α-amino acids and studies of asymmetric amidoalkylation with trimethylsilyl cyanide

Oxidative decarboxylation of N-acyl-α-amino acids with lead tetraacetate followed by treatment with methanol provides a facile method for preparation of acyclic N-acyl-N,O-acetals, which can be used in asymmetric α-amidoalkylation reactions using trimethylsilyl cyanide as nucleophile.

Retro-Inverso Isomerization of Peptides: Side Reactions in the Synthesis of N,N'-Diacyl-1,1-diamino-2-phenylethane Derivatives

In general, the synthesis of retro-inverso peptides requires the formation of diacylated gem-diaminoalkyl structures.One way to prepare these gem-diaminoalkyl residues involves the Curtius rearrangement of the N-acylated amino acid hydrazides to the corre