155153-78-9

Usage

Uses

Used in Organic Synthesis:
(2R,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID serves as a versatile building block in organic synthesis, allowing for the creation of a wide range of chemical compounds. Its unique structure and functional groups enable it to participate in various chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (2R,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID is utilized as a key intermediate in the development of new drugs and biologically active molecules. Its specific stereochemistry and functional groups can be exploited to design molecules with desired pharmacological properties, such as selectivity, potency, and bioavailability.
Used in Research and Development:
(2R,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID is also employed in research and development settings to explore its potential applications in various fields. Scientists can use (2R,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID to study its chemical properties, reactivity, and interactions with other molecules, which can lead to the discovery of new applications and insights into its behavior.
Overall, (2R,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID is a valuable chemical compound with diverse applications in organic synthesis, pharmaceutical development, and research. Its unique structure and stereochemistry make it an attractive candidate for further exploration and utilization in various industries.

Upstream product

• 501-53-1 benzyl chloroformate 
• 3398-22-9 trans-4-hydroxyproline 
• 155075-23-3 (2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 2584-71-6 cis-hydroxy-D-proline 
• 130930-25-5 (R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid 
• 51-35-4 4R-4-hydroxyproline 
• 142347-81-7 (2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride 

Downstream Products

• 79433-95-7 (2R,4S)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 1190194-20-7 dibenzyl (2R,4S)-4-hydroxypyrrolidine-1,2-dicarboxylate 
• 79775-07-8 4S-O⁴(t-butyl)-D-Pro acid 
• 268729-12-0 4S-O⁴(t-butyl)-N₁-(fluorenylmethyloxycarbonyl)-D-proline 
• 1269622-71-0 (2S,4R)-4-fluoro-2-(1,3,5-trimethyl-1H-pyrazol-4-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-64-1 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[phenoxythiocarbonyloxy-(1,3,5-trimethyl-1H-pyrazol-4-yl)methyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-61-8 (2S,4S)-4-hydroxy-2-(1,3,5-trimethyl-1H-pyrazol-4-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-60-7 (2S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-(1,3,5-trimethyl-1H-pyrazol-4-ylmethyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-59-4 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-[hydroxy-(1,3,5-trimethyl-1H-pyrazol-4-yl)-methyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-58-3 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-formyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-57-2 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid benzyl ester 
• 1269622-56-1 (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 1269622-40-3 (2R,4S)-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 
• 1253791-74-0 (2R,4S)-2-Aminomethyl-4-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

EP300/CREBBP INHIBITOR

The present invention provides a compound having excellent histone acetyltransferase inhibitory activity against EP300 and/or CREBBP, or a pharmacologically acceptable salt thereof. The compound is represented by the following formula (1) or a pharmacologically acceptable salt thereof: wherein ring Q1, ring Q2, R1, R2, R3 and R4 respectively have the same meanings as defined in the specification.

Spiegelmeric 4R/S-hydroxy/amino-L/D-prolyl collagen peptides: conformation and morphology of self-assembled structures

The primary structure of collagen, the major protein in connective tissue of mammals, comprises of repeating triads [(LPro-LHyp-Gly)n, P1, LHyp being 4R-hydroxy-lProline)] in a single strand that adopts left-handed polyproline II type helix. Three such single stranded helices wind around each another and held together by interchain H-bonds to form right-handed triple helix. This manuscript reports on collagen derived from its mirror image triad [(DPro-DHyp-Gly)n, P2, DHyp being 4S-hydroxy-DProline) and its 4-amino analogue (DPro-DAmp-Gly)n P4, DAmp being 4S-amino-DProline that form corresponding spiegelmeric triplexes. The amino L-collagen peptide (LPro-LAmp-Gly)n P3 and its D-analogue P4 show higher thermal stabilities compared to 4-hydroxy-lProline collagen peptides P1 and P2. The enantiomeric peptide pairs show mirror image CD profiles and identical thermal stability, with ionizable 4-amino group in P3 and P4 imparting pH dependent triplex stability. Upon cold mixing of the L- and D-collagen peptides, different morphological nanostructures arise from inter triplex peptide association. When the peptides are hot mixed (annealed), the inter peptide association occurs via interaction of single stranded peptide chains of opposite handedness leading to networked gel formation in P1 and P2, while the charged peptides P3 and P4 show more ordered nanofibers, different from the enantiomerically pure peptides. The nanocomposites of such chiral hybrid peptides may have not only interesting physicomorphology, but also biological properties that need exploration.

HYDROXAMATE-BASED INHIBITORS OF DEACETYLASES

The present teachings relate to compounds of Formula (I): and pharmaceutically acceptable salts, hydrates, esters, and prodrugs thereof, wherein R1, R2, R3, R4, R5, ring A, and Z are as defined herein

Hydroxamate-Based Inhibitors of Deacetylases

The present teachings relate to compounds of Formula I: and pharmaceutically acceptable salts, hydrates, esters, and prodrugs thereof, wherein R1, R2, R3, R4, R5, ring A, and Z are as defined herein.

Synthesis and evaluation of lysophosphatidylserine analogues as inducers of mast cell degranulation. Potent activities of lysophosphatidylthreonine and its 2-deoxy derivative

In response to various exogenous stimuli, mast cells (MCs) release a wide variety of inflammatory mediators stored in their cytoplasmic granules and this release initiates subsequent allergic reactions. Lysophosphatidylserine (lysoPS) has been known as an exogenous inducer to potentiate histamine release from MCs, though even at submicromolar concentrations. In this study, through SAR studies on lysoPS against MC degranulation, we identified lysoPT, a threonine-containing lysophospholipid and its 2-deoxy derivative as novel strong agonists. LysoPT and its 2-deoxy derivative induced histamine release from MCs both in vitro and in vivo at a concentration less than one-tenth that of lysoPS. Notably, lysoPT did not activate a recently proposed lysoPS receptor on MCs, GPR34, demonstrating the presence of another undefined receptor reactive to both lysoPS and lysoPT that is involved in MC degranulation. Thus, the present strong agonists, lysoPT and its 2-deoxy derivative, will be useful tools to understand the mechanisms of lysoPS-induced activation of degranulation of MCs. 2009 American Chemical Society.

Synthesis of trans-L/D-2-(tert-butoxycarbonylaminomethyl)-4-(thymin-1-yl) pyrrolidin-1-yl acetic acid

To delineate the binding preferences of stereochemically divergent pyrrolidine PNAs, synthesis of all four diastreomeric monomers of I and the systematic complexation studies of the resultant PNAs with complementary DNA/ RNA is essential. We herein report the synthesis of trans-L/D-2-(tert-butoxycarbonylaminomethyl)-4-(thymin-1-yl) pyrrolidin-1-yl acetic acids I, their incorporation in PNA oligomers and DNA binding studies will be presented.

Nucleosides and Oligonucleotides Derived from trans-4-Hydroxy-N-acetylprolinol

The 4-O-phosphoramidites of monomethoxytritylated 4-hydroxy-N-6-benzoyladenin-9-yl)acetyl>prolinol and 4-hydroxy-N-prolinol were prepared for incorporation into nucleic acids.The L-trans all-adenine oligonucleotide (ON) hybridises to natural oligothymidylate, apparently via triplex formation.All-purine sequences of the L-trans form can also form homo-complexes with their pyrimidine counterpart.The D-trans compounds give larger destabilisation when inserted in DNA.D-trans all-adenine ONs do not form complexes with natural oligothymidylate.For this series of modified ONs no hybridisation could be detected between complementary strands of opposite enantiomeric form.