• 1. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
• 2. An insight into the origin of room-temperature ferromagnetism in SnO2 and Mn-doped SnO2 quantum dots: an experimental and DFT approach?
  Dhamodaran Manikandan,S. Amirthapandian,I. S. Zhidkov,A. I. Kukharenko,S. O. Cholakh,Ramaswamy Murugan Phys. Chem. Chem. Phys., 2018,20, 6500-6514
• 3. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
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  Chongyang Zhu,Xiaojia Bian,Xin Jia,Ning Tang,Yongqiang Cheng Food Funct., 2020,11, 10635-10644

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Comprehensive Guide to (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid (CAS No. 144120-53-6)

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid (CAS No. 144120-53-6) is a specialized Fmoc-protected amino acid derivative widely used in peptide synthesis and pharmaceutical research. This compound features an allyl ester group, making it particularly valuable for orthogonal protection strategies in complex molecular constructions. Researchers frequently search for "Fmoc amino acid derivatives" and "allyl-protected carboxylic acids" when exploring advanced synthetic methodologies.

The molecular structure of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid combines three key functional elements: the Fmoc protecting group (9-fluorenylmethoxycarbonyl), an allyl ester moiety, and a free carboxylic acid terminus. This unique combination answers common search queries like "how to remove Fmoc group" and "allyl ester deprotection conditions," as these are critical steps in synthetic applications. The compound's chiral center at the 3-position makes it especially useful for stereospecific synthesis.

In current pharmaceutical research trends, scientists are particularly interested in "click chemistry compatible building blocks" and "peptide coupling reagents." The allyl group in 144120-53-6 enables thiol-ene reactions, addressing the growing demand for bioconjugation techniques. This aligns with popular searches for "site-specific protein modification" and "PEGylation reagents," as the compound serves as a versatile linker in these applications.

The synthesis of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid typically involves Fmoc protection of the amino group followed by allyl ester formation. This process responds to frequent technical questions like "best Fmoc protection methods" and "allyl ester synthesis from carboxylic acids." The compound's crystalline nature and moderate solubility in polar organic solvents make it practical for laboratory use, answering practical queries about "handling Fmoc amino acids."

Analytical characterization of CAS 144120-53-6 typically employs HPLC, mass spectrometry, and NMR spectroscopy, addressing common quality control questions in pharmaceutical development. Researchers often search for "HPLC methods for Fmoc compounds" and "NMR peaks of allyl esters," making these analytical details particularly valuable in the technical description.

The stability profile of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid under various conditions answers practical laboratory concerns. The Fmoc group remains stable under neutral and basic conditions but cleaves under mild amines, while the allyl ester withstands acidic conditions but removes with palladium catalysts. This information responds to frequent searches about "compatible reaction conditions for Fmoc/allyl protection" and "orthogonal deprotection strategies."

In drug discovery applications, 144120-53-6 serves as a versatile building block for creating peptide-based therapeutics and prodrugs. Current research trends focusing on "targeted drug delivery systems" and "peptide-drug conjugates" make this compound particularly relevant. The allyl group allows for subsequent functionalization, addressing the growing interest in "modular synthesis approaches" in medicinal chemistry.

Storage and handling recommendations for (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid typically suggest cool, dry conditions under inert atmosphere, answering common material management questions. The compound's typical purity specifications (>95% by HPLC) and appearance (white to off-white powder) provide practical information for quality assessment, responding to procurement-related searches.

The commercial availability of CAS 144120-53-6 from specialty chemical suppliers makes it accessible for research institutions and pharmaceutical companies. Current market trends show increased demand for custom-protected amino acids, with particular growth in the "peptide therapeutics market" sector. This compound's role in solid-phase peptide synthesis (SPPS) positions it well within this expanding market segment.

Future research directions involving (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(allyloxy)-4-oxobutanoic acid may explore its application in biomaterials and drug delivery systems, areas showing significant growth in publication and patent activity. The compound's dual functionality makes it suitable for creating smart polymer conjugates, answering emerging research needs in "stimuli-responsive materials" development.

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• 130304-80-2(Fmoc-Asp(OcHex)-OH)
• 170642-28-1(Fmoc-D-Gly(allyl)-OH)
• 86060-84-6((2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid)
• 146549-21-5(Fmoc-Gly(allyl)-OH)
• 86060-83-5(Fmoc-Asp-OBzl)
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• 1152-62-1(Z-Met-OH)
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• 204316-32-5(Fmoc-Dab(Alloc)-OH)