184046-78-4

Usage

Uses

Used in Pharmaceutical Industry:
N-(tert-Butoxycarbonyl)-(3S)-hydroxy-L-proline methyl ester is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a versatile component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Organic Chemistry Research:
In the field of organic chemistry, N-(tert-Butoxycarbonyl)-(3S)-hydroxy-L-proline methyl ester serves as a valuable reactant for the synthesis of complex organic molecules. Its functional groups can be manipulated to create a wide range of chemical products, making it a useful tool for researchers in this field.
Used in IKKβ Inhibitors Development:
N-(tert-Butoxycarbonyl)-(3S)-hydroxy-L-proline methyl ester is used as a reactant to improve the potency of imidazo[1,2-b]pyridazines as IKKβ inhibitors. IKKβ is a key enzyme involved in the regulation of the NF-κB signaling pathway, which plays a crucial role in various cellular processes, including inflammation and immune response. By enhancing the potency of IKKβ inhibitors, N-(tert-Butoxycarbonyl)-(3S)-hydroxy-L-proline methyl ester may contribute to the development of more effective treatments for conditions related to the dysregulation of this pathway.

InChI:InChI=1/C11H19NO5/c1-11(2,3)17-10(15)12-6-5-7(13)8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 496841-04-4 methyl (2S,3S)-3-hydroxypyrrolidine-2-carboxylate 
• 1844898-16-3 (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester hydrochloride 
• 187039-57-2 (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 
• 130948-04-8 Methyl 1-(tert-butoxycarbonyl)-3-oxopyrrolidine-2-carboxylate 
• 3303-84-2 3-(tert-butyloxycarbonylamino)propionic acid 
• 141734-32-9 5-((tert-butoxycarbonyl)amino)-3-oxopentanoic acid methyl ester 
• 67-56-1 methanol 
• 4298-08-2 trans-3-hydroxy-L-proline 
• 1844898-16-3 methyl (3S)-3-hydroxy-L-prolinate hydrochloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 

Downstream Products

• 361367-98-8 N-tert-butoxycarbonyl-cis-3-(p-nitrobenzoyloxy)-L-proline methyl ester 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 1383570-42-0 C₃₃H₄₂N₄O₆S 
• 1383570-43-1 C₂₈H₃₄N₄O₄S 
• 1332639-33-4 C₅₈H₈₂F₂N₁₄O₁₂S₂ 
• 1332639-34-5 C₄₀H₅₂F₂N₁₂O₆S₂ 
• 1332639-35-6 C₄₈H₆₄F₂N₁₂O₆ 
• 1332639-36-7 C₃₃H₃₉FN₆O₅ 
• 1332639-37-8 C₃₄H₄₀FN₇O₅ 
• 1332639-38-9 C₃₉H₄₈FN₇O₇ 
• 1332639-40-3 C₃₀H₃₃FN₆O₄ 
• 1332639-41-4 C₃₅H₄₁FN₆O₆ 

Relevant academic research and scientific papers

Synthesis of Azanucleosides by Anodic Oxidation in a Lithium Perchlorate–Nitroalkane Medium and Diversification at the 4′-Nitrogen Position

Azanucleosides, in which the 4′-oxygen atom has been replaced with a nitrogen atom, have drawn much attention owing to their anticancer and antivirus activity, and tolerance towards nucleases. However, the traditional synthetic strategy requires multiple steps and harsh conditions, thereby limiting the structural and functional diversity of the products. Herein we describe the synthesis of azanucleosides by an electrochemical reaction in a lithium perchlorate–nitroethane medium, followed by postmodification at the 4′-N position. N-Acryloyl prolinol derivatives were converted into azanucleosides by anodic activation of the N-α-C?H bond. Moreover, the use of nitroethane instead of nitromethane lowered the oxidation potential of the N-acryloyl prolinols and increased the Faradic yield. The prepared azanucleosides were efficiently functionalized at the 4′-N-acryloyl group with a lipophilic alkanethiol and a fluorescent dye by conjugate addition and olefin cross-metathesis, respectively.

Intramolecular hydrogen bond-controlled prolyl amide isomerization in glucosyl 3′(S)-hydroxy-5′-hydroxymethylproline hybrids: Influence of a C-5′-hydroxymethyl substituent on the thermodynamics and kinetics of prolyl amide cis/trans isomerization

(Chemical Equation Presented) Peptide mimics containing spirocyclic glucosyl-(3′-hydroxy-5′-hydroxymethyl)proline hybrids (Glc3′(S)-5′(CH2OH)HypHs) with a polar hydroxymethyl substituent at the C-5′ position, such as C-terminal ester Ac-Glc3′(S

Stereodivergent Synthesis of 3-Hydroxyprolines and 3-Hydroxypipecolic Acids via Ketoreductase-Catalyzed Dynamic Kinetic Reduction

We report a practical enzymatic approach for the stereoselective synthesis of hydroxylated cyclic amino acids. Using ketoreductases, cyclic ketoesters are converted with high diastereo- and enantioselectivity to all isomers of 3-hydroxyproline and 3-hydroxypipecolic acid via a dynamic kinetic reduction reaction. This work highlights the ability of enzymes to provide solutions to challenges in stereoselective synthesis. (Figure presented.).

ARGINASE INHIBITORS AND METHODS OF USE

Described herein are compounds of Formula I or a pharmaceutically acceptable salt thereof. The compounds of Formula I act as arginase inhibitors and can be useful in preventing, treating or acting as a remedial agent for arginase-related diseases.

Synthesis and Microbiological Evaluation of Novel Tetracyclic Fluoroquinolones

Conformationally constrained tetracyclic fluoroquinolones (FQs) were synthesized and profiled for their microbiological spectrum. The installation of a seven-membered ring between the pyrrolidine substituents and the C8 position on the FQ core scaffold resulted in a remarkable enhancement of microbiological potency toward both Gram-positive and Gram-negative bacteria. Focused optimization of seven-membered ring composition, stereochemistry, and amine placement led to the discovery of the two lead compounds that were selected for further progression.

COMBINATION OF CHIMERIC ANTIGEN RECEPTOR THERAPY AND AMINO PYRIMIDINE DERIVATIVES

The invention provides compositions and methods for treating diseases associated with expression of CD19, e.g., by administering a recombinant T cell comprising the CD19 CAR as described herein, in combination with a BTK inhibitor, e.g., an amino pyrimidi

NOVEL AMINO PYRIMIDINE DERIVATIVES

The present invention describes new amino pyrimidine derivatives and pharmaceutically acceptable salts thereof which appear to interact with Bruton's tyrosine kinase (Btk). Accordingly, the novel amino pyrimidines may be effective in the treatment of autoimmune disorders, inflammatory diseases, allergic diseases, airway diseases, such as asthma and chronic obstructive pulmonary disease (COPD), transplant rejection, cancers e.g. of hematopoietic origin or solid tumors.

NOVEL AMINO PYRIMIDINE DERIVATIVES

The present invention describes new amino pyrimidine derivatives of formula (I) and pharmaceutically acceptable salts thereof which appear to interact with Bruton's tyrosine kinase (Btk). Accordingly, the novel amino pyrimidines may be effective in the treatment of autoimmune disorders, inflammatory diseases, allergic diseases, airway diseases, such as asthma and chronic obstructive pulmonary disease (COPD), transplant rejection, cancers e.g. of hematopoietic origin or solid tumors.

ANTIBACTERIAL AGENTS

Antibacterial compounds of formula (I) are provided, as well as stereoisomers and pharmaceutically acceptable salts and esters thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of such compounds.

L-Proline derived nitrogenous steroidal systems: An asymmetric approach to 14-azasteroids

An efficient chiral pool approach using l-proline to access 14-azasteroids under mild reaction conditions has been described. The key step involves the intramolecular SN2′ cyclization reaction for the construction of critical C-ring in the nitrogen impregnated steroidal architectures bearing unsaturation at Δ9(11) position. In the endeavour to synthesize some new congeners, the remote electronic impact of the electron donating groups in A ring and heteroatoms like oxygen in B ring, on the propensity of C-ring cyclization was also observed.