214475-40-8

Upstream product

• 107-10-8 propylamine 
• 3397-32-8 N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester 
• 1161-13-3 N-Cbz-L-Phe 
• 63-91-2 L-phenylalanine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 35373-94-5 (S)-2-amino-3-phenyl-N-propylpropanamide 
• 1594769-91-1 C₂₈H₃₇N₃O₆ 
• 1594769-99-9 C₂₀H₃₁N₃O₄ 
• 1594770-03-2 C₄₅H₅₉N₅O₁₀ 
• 1594769-62-6 ZAspPheAspPheNHPr 
• 1594769-84-2 C₂₉H₃₃N₃O₄ 
• 1594769-92-2 C₂₁H₂₇N₃O₂ 
• 1594770-07-6 C₄₅H₅₉N₅O₁₀ 
• 1594769-66-0 C₃₇H₄₃N₅O₁₀ 
• 1594770-08-7 C₄₅H₅₉N₅O₁₀ 
• 1594769-67-1 ZPheAspAspPheNHPr 

Relevant academic research and scientific papers

Structural insight into the aggregation of l-prolyl dipeptides and its effect on organocatalytic performance

NMR and organocatalytic studies of four dipeptides derived from l-proline are described. Results indicate that important conformational changes around the catalytic l-proline moiety are observed for free dipeptides upon changing the adjacent amino acid. Also, an aggregation process is detected as the concentration increases. The self-association of the dipeptides has been fitted to a cooperative binding model. All the compounds have been assayed as catalysts for the conjugated addition of cyclohexanone to trans-β-nitrostyrene in toluene. In agreement with the structural studies, noticeable changes in the catalytic performance are detected upon changing the catalyst concentration, as the catalyst is activated by self-aggregation. This journal is

Mechanistic insight into the lability of the benzyloxycarbonyl (Z) group in N-protected peptides under mild basic conditions

An unexpected lability of the benzyloxycarbonyl (Z) protecting group under mild basic conditions at room temperature is explained by a mechanism based on anchimeric assistance. It is found that the vicinal amide group stabilises the tetrahedral intermediate formed after nucleophilic addition of hydroxide to the carbonyl of the Z group. This effect operates in N-protected tripeptides and tetrapeptides but Z-protected dipeptides are stable under the same conditions due to blockage of the vicinal amide NH by intramolecular H-bonding with the terminal carboxylate moiety. Copyright

Synthesis of chiral tropopodands having l-amino acid moieties and ability of their metal complexes as an asymmetric catalyst

Optical active tropopodans (10 and 11) having neutral l-amino acids and l-histidine moieties were synthesized. Within their metal complexes, Pd complexes of histidine-tropopodands (11b and 11c) bearing bulky amide moieties showed good ability as an asymmetric catalyst in conjugate addition.

Nickel complexes from α-amino amides as efficient catalysts for the enantioselective Et2Zn addition to benzaldehyde

Ni2+ complexes derived from simple α-amino amides catalyze very efficiently the addition of Et2Zn to benzaldehyde, giving (S)-1-phenylethanol as the major isomer in most cases (94% yield, 97% ee for R=Bn). The nature of the substituent on the amide nitrogen atom seems to play a key role in determining the asymmetric induction observed.

Aryl hydrazides as linkers for solid phase synthesis which are cleavable under mild oxidative conditions

We have developed an acid/base stable aryl hydrazide linker which is readily coupled to solid phase resins. Cleavage is specific and facile, requiring a copper (II) catalyst, base and a nucleophile to proceed. The conditions are compatible with all 20 proteinogenic amino acids and quantitative cleavage is achieved within 2 hours at 20°C to give peptides with C-terminal acid, amide or ester functionalities. Aryl hydrazides also offer scope as simple 'traceless' linkers.