175224-99-4

Usage

Uses

Used in Pharmaceutical Research and Development:
(4S)-4-[(tert-butoxycarbonyl)amino]-4-phenylbutanoic acid is used as a building block in the pharmaceutical industry for the synthesis of peptide-based drugs. Its unique structure and chiral center contribute to the development of novel therapeutic agents with potential applications in various medical conditions.
Used in Organic Synthesis:
In the field of organic chemistry, (4S)-4-[(tert-butoxycarbonyl)amino]-4-phenylbutanoic acid serves as a valuable component for creating a diverse range of chemical compounds. Its versatility as a building block allows for the exploration of new chemical reactions and the synthesis of complex molecules with specific properties.
Used in Peptide Chemistry:
(4S)-4-[(tert-butoxycarbonyl)amino]-4-phenylbutanoic acid is employed as a key component in peptide chemistry, where it is used to construct and modify peptides. Its incorporation into peptide sequences can lead to the development of new bioactive peptides with potential applications in medicine, agriculture, and other industries.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 296778-55-7 4-tert-butoxycarbonylamino-4-phenyl-butyric acid ethyl ester 
• 137284-11-8 (2R)-2-N-(tert-butoxycarbonyl)amino-2-phenylethanal 
• 67341-01-9 (R)-N-(tert-butoxycarbonyl)phenylglycinol 
• 1227418-55-4 C₁₇H₂₃NO₄ 
• 187974-79-4 (±)-tert-butyl (1-phenylbut-3-en-1-yl)carbamate 
• 4383-23-7 1-phenyl-but-3-enylamine 
• 865188-31-4 tert-butyl (1S)-4-hydroxy-1-phenylbutylcarbamate 

Downstream Products

• 1397457-80-5 C₂₂H₃₄N₂O₃ 
• 1397458-07-9 C₃₁H₃₆N₄O₂ 
• 56553-09-4 (S)-(-)-5-phenylpyrrolidin-2-one 

Relevant academic research and scientific papers

Structure-based design, synthesis, and biological evaluation of dihydroquinazoline-derived potent β-secretase inhibitors

Structure-based design, synthesis, and biological evaluation of a series of dihydroquinazoline-derived β-secretase inhibitors incorporating thiazole and pyrazole-derived P2-ligands are described. We have identified inhibitor 4f which has shown potent enzyme inhibitory (Ki = 13 nM) and cellular (IC50 = 21 nM in neuroblastoma cells) assays. A model of 4f was created based upon the X-ray structure of 3a-bound β-secretase. The model suggested possible interactions in the active site.

Highly diastereoselective and enantioselective preparation of homoallylic amines: Application for the synthesis of β-amino acids and γ-lactams

Reactions of N-silyl- and N-aluminoimines with B- allyldiisopinocampheylborane in the presence of methanol, followed by oxidative workup furnished homoallylic amines in good yields and high ee. A 11B NMR spectroscopy study revealed that the reactions do not proceed, even at room temperature, unless a molar equivalent of water or methanol is added. The first reagent-controlled asymmetric crotylboration and alkoxyallylboration of aldimines furnishing β-methyl or βalkoxy homoallylic amines in very high diastereoselectivity and enantioselectivity are reported herein. Crotylboration and alkoxyallylboration of imines proceed only with the "allyl"-boron "ate" complexes, instead of the "allyl"-dialkylboron reagents used with aldehydes. The addition of methanol is necessary for these reactions as well. Application of this methodology for the conversion of representative nitriles to β-amino acids in two steps has been described. Additionally, a procedure for the preparation of chiral δ-amino alcohols and γ-lactams from nitriles is also reported.