162998-91-6

Usage

Uses

Used in Pharmaceutical Research and Development:
(3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoic acid is employed as a key intermediate in the synthesis of various pharmaceuticals. Its specific stereochemistry and functional groups enable targeted interactions with biological molecules, making it a valuable component in the development of new drugs and therapies.
Used in Organic Chemistry:
In the field of organic chemistry, (3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoic acid serves as a versatile building block for the creation of complex organic molecules. Its unique structure allows for a range of chemical reactions and modifications, facilitating the synthesis of novel compounds with potential applications in various industries.
Used in Laboratory Research:
(3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoic acid is used as a research tool in laboratories to explore its properties and potential uses further. Through experimentation and analysis, scientists can gain insights into its reactivity, stability, and interactions with other molecules, which can inform the development of new applications and technologies.

Upstream product

• 150544-79-9 (4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-benzyloxazolidin-2-one 
• 122225-33-6 (2R)-3-tert-Butyloxycarbonyl-2-phenylmethylpropionic Acid 
• 136159-65-4 (S)-4-benzyl-3-(3-phenylpropanoyl)oxazolidin-2-one 
• 2448-45-5 Cbz-D-Phe 
• 114645-17-9 (3R)-1-diazo-3-(N-benzyloxycarbonylamino)-4-phenyl-2-butanone 
• 245323-42-6 tert-butyl (3R)-N-(benzyloxycarbonyl)-3-amino-4-phenylbutanoate 

Relevant academic research and scientific papers

Synthesis of Fmoc-/Boc-/Z-β-amino acids via Arndt-Eistert homologation of Fmoc-/Boc-/Z-α-amino acids employing BOP and PyBOP

A simple and efficient protocol for Arndt-Eistert chain homologation of Fmoc-/Boc-/Z-α-amino acids using BOP or PyBOP as a coupling agent to the corresponding β-amino acids, synthesizing the key intermediate α-diazoketones as crystalline solids in good yield is described.

A general method for the synthesis of enantiomerically pure β- substituted, β-amino acids through α-substituted succinic acid derivatives

A general procedure for the synthesis of enantiopure β-substituted, β- amino acids is presented. Alkylation of the sodium enolates derived from chiral N-acyloxazolidinone imides 2 (R = Me, i-Pr, t-Bu, Ph, Bn) with tert- butyl bromoacetate afforded the 2-substituted succinate derivatives 3 in good yields (82-89%) and with high selectivity (≥ 93;7). Following hydrolysis, Curtius rearrangement of the resulting carboxylic acid provided the enantiopure benzyloxycarbonyl (Cbz)-protected β-amino esters 6 in good yields (74-79%).

Peptidyl β-homo-aspartals: Specific inhibitors of interleukin-1β converting enzyme and its homologues (caspases)

Inhibition of interleukin-1β convening enzyme (ICE), apopain, papain, thrombin and trypsin with substrate like peptidyl L- and D-α-aldehydes and their L-β-homo-aldehyde analogues was investigated. The L-β-homo-aspartals appear to be specific inhibitors fo