59524-07-1

Upstream product

• 39692-63-2 2-benzyloxycarbonylamino-acrylic acid 
• 100-51-6 benzyl alcohol 
• 40489-45-0 2-benzyloxycarbonylamino-3-hydroxy-propionic acid benzyl ester 
• 621-84-1 O-benzyl carbamate 
• 18854-19-8 benzyl pyruvate 
• 1040413-80-6 C₂₆H₂₅NO₅Se 
• 2978-10-1 O-benzyl-N,N'-diisopropylisourea 
• 1145-80-8 N-(benzyloxycarbonyl)-L-serine 
• 130834-99-0 Z-Ser(PO₃Tc₂)-OBzl 
• 21209-51-8 N-benzyloxycarbonyl-L-serine benzyl ester 
• 21209-51-8 N-(Benzyloxycarbonyl)-L-serin-benzylester 

Downstream Products

• 186387-22-4 2-Benzylamino-imidazole-1,5-dicarboxylic acid dibenzyl ester 
• 59479-77-5 Z-DL-Gla(tBu)2-OBn 
• 141665-78-3 Z-Ala(TA-gal)-OBzl 
• 141665-92-1 (R)-2-Benzyloxycarbonylamino-3-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid benzyl ester 
• 13121-62-5 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-galactitol 
• 141665-80-7 Z-Ala(TA-glc)-OBzl 
• 141665-95-4 (R)-2-Benzyloxycarbonylamino-3-((2R,3S,4R,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid benzyl ester 
• 13137-69-4 1-deoxy-D-glucose tetraacetate 
• 141196-68-1 2,3,6-tri-O-acetyl-1,5-anhydro-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucitol 
• 141665-82-9 Z-Ala(HA-lac)-OBzl 
• 141665-98-7 Z-Ala(HA-lac)-OBzl 

Relevant academic research and scientific papers

Facile access to α,β-dehydroalanine and α,β-dehydroamino butyric acid derivatives from DL-serines and threonines

ABSTRACT: Not only α,β-dehydroamino acids are important constituents for a number of bioactive peptides in nature, but also they are important building blocks for a variety of synthetic amino acids in organic synthesis. Methods to prepare dehydroamino aci

Biomimetic seleninates and selenonates

The synthesis of a variety of pyranose-, nucleoside-, (amino acid)-, and polyhydric-based seleninic and selenonic acids by DMDO oxidation of the corresponding selenoesters is reported, as well as some unusual coupling reactions of the seleninate and selenonate functionality with biological nucleophilic groups (sulfhydryl, indole, phenol, imidazole, carboxamide) that are found in proteins and enzyme active sites. Copyright

An efficient synthesis of dehydroamino acids and dehydropeptides from O-Cbz and O-Eoc derivatives of serine and threonine

A simple and efficient method for the synthesis of dehydroamino acids from serine and threonine is reported. Various O-Cbz and O-Eoc derivatives of serine and threonine are prepared using CbzCl and EocCl, respectively, and are subjected to an anti-selective elimination on treatment with K2CO3 in DMF at 65 °C to afford dehydroalanine and dehydroamino butyric acid derivatives, respectively, in excellent yields. The high stability of these carbonate derivatives of serine and threonine allows their use in normal peptide synthesis as protected serine and threonine residues. Peptides synthesized by incorporating O-Cbz or O-Eoc derivatives undergo ready elimination under the reported conditions, to give the corresponding dehydropeptides in excellent yields. The reaction conditions are mild enough not to cause the racemization of other stereogenic centers present in the peptide.

The synthesis and properties of Gla- and Phe-containing analogues of cyclic RGD pentapeptides

Cyclopentapeptides containing the Arg-Gly-Asp motif have been synthesised using solid-phase assembly of side-chain-protected linear precursors, followed by solution-phase cyclisation. The replacement of the Asp residue by γ-carboxyglutamic acid (Gla) is a novel feature which gives rise to an analogue which inhibits cell adhesion, yet its congeners do not show activity in binding assays with recombinant integrin receptors. NMR techniques support a β/γ-turn conformation in most of the analogues. The Royal Society of Chemistry 2000.

Iminophosphorane-mediated synthesis of 2-aminoimidazole derivatives

A one-flask synthesis of 2-aminoimidazole derivatives based on the aza-Wittig reaction of alkyl 2-amino-3-azidoacrylates with isocyanates is described.

Studies Directed Towards the Total Synthesis of Anticapsin and Related Compounds. II. Diels-Alder Addition of N-Acyl Dehydroalanine Esters to 1-Trimethylsilyloxycyclohexa-1,3-diene

In a study directed towards the total synthesis of anticapsin and related compounds, the Diels-Alder addition of N-acyl dehydroalanine esters (15)-(19) to 1-trimethylsilyloxycyclohexa-1,3-diene (6) was investigated.The cycloadditions were highly regiosele

ONE-STEP STEREOSPECIFIC SYNTHESIS OF α,β-DEHYDROAMINO ACIDS AND DEHYDROPEPTIDES

Dehydroamino acids and dehydropeptides were prepared by a one-pot reaction employing diethyl chlorophosphate in the presence of sodium hydride.The reaction is stereospecific and proceeds without racemization.

Preparation of dehydroalanine peptides from bis-(2,2,2-trichloroethyl) and diphenyl phosphonoserine derivatives

Preparation of dehydroalanine peptides from corresponding bis-(2,2,2-trichloroethyl) and diphenyl phosphonoserine derivatives by treatment with various organic bases is described.

Stereospezific Synthesis of α,β-Dehydroamino Acids from β-Hydroxy α-Amino Acid Derivatives

A series of protected β-hydroxy α-amino acids have been converted stereospecifically to their dehydro derivatives by treatment with (diethylamino)sulfur trifluoride and pyridine, threo isomers giving rise to the Z derivatives and erythro isomers to the E derivatives.