646068-80-6

Usage

Uses

Used in Pharmaceutical Industry:
Butanoic acid, 3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[(triphenylmethyl)thio]-, (3R)may be used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique structure and functional groups can be utilized in the development of new therapeutic agents with specific biological activities.
Used in Organic Synthesis:
Butanoic acid,
3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[(triphenylmethyl)thio]-,
(3R)can be employed as a building block or a reagent in organic synthesis, enabling the formation of more complex molecules with desired properties. Its carbonyl amino and triphenylmethylthio groups can participate in various chemical reactions, facilitating the synthesis of novel organic compounds.
Used in Materials Science:
Due to its unique structure and properties, Butanoic acid, 3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[(triphenylmethyl)thio]-, (3R)may have potential applications in materials science. It could be used in the development of new materials with specific properties, such as optical, electronic, or mechanical characteristics, depending on its interactions with other molecules or its self-assembly behavior.

Upstream product

• 646068-79-3 3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(4-methoxy-benzylsulfanyl)-butyric acid 
• 847153-39-3 (R)-1-diazo-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-{[(4-methoxy)benzyl]thio}butan-2-one 
• 141892-41-3 Fmoc-L-Cys(PMB)-OH 
• 646068-87-3 (R)-4-{[(acetamido)methyl]thio}-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid 
• 847153-40-6 (R)-4-{[(acetamido)methyl]thio}-1-diazo-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butan-2-one 
• 86060-81-3 S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine 
• 76-83-5 trityl chloride 
• 712351-75-2 Fmoc-(R)-β³hCys-OH 

Relevant academic research and scientific papers

Preparation of protected β2- and β3- homocysteine, β2- and β3-homohistidine, and β2-homoserine for solid-phase syntheses

The Ser, Cys, and His side chains play decisive roles in the syntheses, structures, and functions of proteins and enzymes. For our structural and biomedical investigations of β-peptides consisting of amino acids with proteinogenic side chains, we needed to have reliable preparative access to the title compounds. The two β3-homoamino acid derivatives were obtained by Arndt-Eistert methodology from Boc-His(Ts)-OH and Fmoc-Cys(PMB)-OH (Schemes 2-4), with the side-chain functional groups' reactivities requiring special precautions. The β2-homoamino acids were prepared with the help of the chiral oxazolidinone auxiliary DIOZ by diastereoselective aldol additions of suitable Ti-enolates to formaldehyde (generated in situ from trioxane) and subsequent functional-group manipulations. These include OH → OtBu etherification (for β2hSer; Schemes 5 and 6), OH → STrt replacement (for β2hCys; Scheme 7), and CH 2OH → CH2N3 → CH2NH 2 transformations (for β2hHis; Schemes 9-11). Including protection/deprotection/re-protection reactions, it takes up to ten steps to obtain the enantiomerically pure target compounds from commercial precursors. Unsuccessful approaches, pitfalls, and optimization procedures are also discussed. The final products and the intermediate compounds are fully characterized by retention times (tR), melting points, optical rotations, HPLC on chiral columns, IR, 1H- and 13C-NMR spectroscopy, mass spectrometry, elemental analyses, and (in some cases) by X-ray crystal-structure analysis.

Zn2+-complexation by a β-peptidic helix and hairpin containing β3hCys and β3hHis building blocks: Evidence from CD measurements. Preliminary communication

Two new β3-homohistidine- and β 3-homocysteine-containing β-peptides have been prepared by solid-phase synthesis. A β-octapeptide (2) contains seven β-amino acids and one β2-amino acid. The β2/β 3 seg