942153-03-9

Usage

Uses

Used in Pharmaceutical Industry:
4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, enhancing the development of new drugs with specific therapeutic targets.
Used in Biochemical Research:
In the field of biochemical research, 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a building block for the creation of novel bioactive peptides and peptidomimetics, which can be employed to study biological processes and develop new therapeutic agents.
Used in Radiolabeling for Medical Imaging:
4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a precursor to prepare 125I-labeled morpholine-containing RGD ligands of αvβ3 integrin, serving as an angiogenesis imaging probe. This application is crucial for non-invasive imaging techniques in medical diagnostics, particularly for detecting and monitoring tumor angiogenesis, which is a critical process in cancer progression and metastasis.

InChI:InChI=1S/C20H19NO5/c22-19(23)18-12-25-10-9-21(18)20(24)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,17-18H,9-12H2,(H,22,23)/t18-/m1/s1

Upstream product

• 942153-02-8 (3R)-morpholine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 106825-81-4 (3R)-morpholine-3-carboxylic acid 
• 942153-00-6 (2R)-2-[(2,2-dimethoxyethylamino)(9H-fluoren-9-ylmethoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester 
• 942153-01-7 (3R)-2,3-dihydro[1,4]oxazine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 
• 783350-37-8 (S)-4-[(tert-butoxy)carbonyl]morpholine-3-carboxylic acid 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 106825-79-0 (S)-morpholine-3-carboxylic acid 
• 1187929-04-9 (3S)-morpholine-3-carboxylic acid hydrochloride salt 
• 942152-96-7 (2S)-2-[(2,2-dimethoxyethylamino)(9H-fluoren-9-ylmethoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester 
• 942152-97-8 (3S)-2,3-dihydro[1,4]oxazine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 

Relevant academic research and scientific papers

Compound as apoptosis protein inhibitor, and application thereof

The present invention belongs to the field of medical chemistry, relates to a class of compounds of apoptosis protein inhibitors, and applications thereof, and particularly provides a compound represented by a formula I, or an isomer thereof, a pharmaceut

MACROCYCLIC INHIBITORS OF THE PD-1/PD-L1 AND CD80 (B7-1)/PD-LI PROTEIN/PROTEIN INTERACTIONS

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.

Heterocyclic core analogs of a direct thrombin inhibitor

Thrombin is a serine protease that plays a key role in blood clotting. Pyrrolidine 1 is a potent thrombin inhibitor discovered at Merck several years ago. Seven analogs (2-8) of 1 in which the pyrrolidine core was replaced with various heterocycles were p

THROMBIN INHIBITORS

Compounds of the invention are useful in inhibiting thrombin and associated thrombotic occlusions having the following structure: (I) or a pharmaceutically acceptable salt thereof, wherein Q is CH2, NR4, O, S, S(O) or S(O2

Chemical scale studies of the Phe-Pro conserved motif in the cys loop of cys loop receptors

The functions of two conserved residues, Phe135 and Pro 136, located at the apex of the Cys loop of the nicotinic acetylcholine receptor are investigated. Both residues were substituted with natural and unnatural amino acids, focusing on the role of aromaticity at Phe135, backbone conformation at Pro136, side chain polarity and volume, and the specific interaction between the aromatic side chain and the proline. NMR spectroscopy studies of model peptides containing proline and unnatural proline analogues following a Phe show a consistent increase in the population of the cis conformer relative to peptides lacking the Phe. In the receptor, a strong interaction between the Phe and Pro residues is evident, as is a strong preference for aromaticity and hydrophobicity at the Phe site. A similar influence of hydrophobicity is observed at the proline site. In addition, across a simple homologous series of proline analogues, the results reveal a correlation between receptor function and cis bias at the proline backbone. This could suggest a significant role for the cis proline conformer at this site in receptor function.

An annulation reaction for the synthesis of morpholines, thiomorpholines, and piperazines from β-heteroatom amino compounds and vinyl sulfonium salts

(Chemical Equation Presented) Heterocycling: Diphenyl vinyl sulfonium salt 1 acts first as an electrophile, then a base, and then again as an electrophile in this operationally simple, high yielding, one-pot synthesis of pharmacologically important morpholines, thiomorpholines, and piperazines. Compound 1 is an excellent synthon for the 1,2-ethane dication.

Convenient route to enantiopure Fmoc-protected morpholine-3-carboxylic acid

(Chemical Equation Presented) Enantiopure Fmoc-protected morpholine-3-carboxylic acid was synthesized from dimethoxyacetaldehyde and serine methyl ester through a short and practical synthetic route. The preparation consisted of a five-step process based on reductive amination, intramolecular acetalization, and concomitant elimination of the anomeric methoxy substituent, followed by hydrogenation of the double bond and final acidic ester hydrolysis. The optical purity of both enantiomers of the title amino acid was demonstrated by HPLC analysis of the corresponding amide derivatives obtained from coupling with chiral (S)-(-)-1-phenylethylamine. Moreover, the synthesis of a model tripeptide showed full compatibility of the title Fmoc-amino acid with solid-phase peptide synthesis, thus allowing the application of Fmoc-morpholine-3-carboxylic acid in peptidomimetic chemistry on the solid phase.