216439-76-8

Usage

Uses

Used in Scientific Research:
Boc-4-pinicalborane-L-phenylalanine is used as a research compound for facilitating the study of protein synthesis and modification. Its unique structure allows for the exploration of various biochemical processes and interactions within the scientific community.
Used in Chemistry:
In the field of chemistry, Boc-4-pinicalborane-L-phenylalanine is used as a reagent for conducting experiments that require the synthesis or modification of amino acids and their derivatives. Its boron-containing component offers a distinct advantage in certain chemical reactions, making it a valuable tool for chemists.
Used in Biochemistry:
Boc-4-pinicalborane-L-phenylalanine is employed as a biochemical reagent for investigating the mechanisms of protein synthesis and the role of amino acids in biological systems. Its protective group and boron-containing structure enable researchers to probe the intricacies of protein folding, stability, and function.

Upstream product

• 103882-09-3 N-Boc-4-I-Phe-OH 
• 73183-34-3 bis(pinacol)diborane 
• 112766-18-4 methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 113850-76-3 N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 220587-29-1 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate 

Downstream Products

• 1033804-86-2 (S)-3-[4-(2-amino-6-chloropyrimidin-4-yl)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoic acid 
• 1125828-47-8 C₃₂H₃₉N₅O₈ 
• 878384-69-1 4-pinicalborane-L-phenylalanine 
• 1116459-96-1 (S)-3-(4-(2-amino-6-((R)-2,2,2-trifluoro-1-(3'-methoxy-[1,1'-biphenyl]-4-yl)ethoxy)pyrimidin-4-yl)phenyl)-2-((tertbutoxycarbonyl)amino)propanoic acid 

Relevant academic research and scientific papers

Process Development of Tryptophan Hydroxylase Inhibitor LX1031, a Drug Candidate for the Treatment of Irritable Bowel Syndrome

Two process routes for LX1031, a tryptophan hydroxylase inhibitor for the treatment of irritable bowel syndrome, were developed. They shared the same left-hand and right-hand starting materials as well as the penultimate intermediate. The chiral center in

Phenylalanine derivative with aggregation-induced emission property, preparation method and applications thereof

The invention relates to a phenylalanine derivative with aggregation-induced emission (AIE) property, and a preparation method thereof, and applications in construction of a peptide fluorescent probe,wherein the structure of the phenylalanine derivative is represented by a formula (I). The phenylalanine derivative with the AIE property has the main beneficial effects that the phenylalanine derivative with the AIE property can be further applied to fluorescent polypeptide synthesis and protein labeling so as to provide a new way for construction of peptide AIE fluorescent probes.

Solid-phase synthesis of biaryl bicyclic peptides containing a 3-aryltyrosine or a 4-arylphenylalanine moiety

A methodology for the solid-phase synthesis of biaryl bicyclic peptides containing a Phe-Phe, a Phe-Tyr or a Tyr-Tyr motif has been devised. This approach comprises two key steps. The first one involves the cyclization of a linear peptidyl resin containing the corresponding halo- and boronoamino acids via a microwave-assisted Suzuki–Miyaura cross coupling. This step is followed by the macrolactamization of the resulting biaryl monocyclic peptidyl resin leading to the formation of the expected biaryl bicyclic peptide. This study provides the first solid-phase synthesis of this type of bicyclic compounds being amenable to prepare a diversity of synthetic or natural biaryl bicyclic peptides.

SULFONAMIDE DERIVATIVES AND PHARMACEUTICAL APPLICATIONS THEREOF

PROBLEM TO BE SOLVED: To provide novel compounds having excellent α4 integrin inhibitory action. SOLUTION: The invention relates to sulfonamide derivatives represented by the general formula (I) in the figure, or pharmaceutically acceptable salts thereof, or prodrugs thereof. (In the formula, a, b, c, d, D, E, R11, B, e, f, g, h and W are as defined herein.) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

BORONATE-MEDIATED DELIVERY OF MOLECULES INTO CELLS

Methods for enhancing cellular uptake of cargo molecules by boronating the cargo molecule, particularly with one or more phenylboronic acid groups. Cellular uptake includes at least partial uptake into the cytosol. Boronation includes ligating, crosslinking or otherwise bonding one or more phenylboronic acids substituted to contain a reactive group to a cargo molecule. Boronation also includes ligating, crosslinking or otherwise bonding a phenylboronated oligopeptide to a cargo molecule. The phenylboronate groups are optionally conjugated to the cargo molecule via linking moieties that can be selectively cleaved. The invention includes certain phenylboronates which are boronation reagents, certain boronated oligopeptides and certain boronated peptides and proteins. The invention also includes kits for enhancing cellular uptake of cargo molecules by boronation with one or more phenylboronates or boronated oligopeptides.

PROCESS FOR THE PREPARATION OF SUBSTITUTED PHENYLALANINES

Intermediates and synthetic processes for the preparation of substituted phenylalanine-based compounds are disclosed.

PROCESS FOR THE PREPARATION OF SUBSTITUTED PHENYLALANINES

Intermediates and synthetic processes for the preparation of substituted phenylalanine-based compounds (e.g., of Formula I) are disclosed:

METHODS OF PREPARING 4-PHENYL-6-(2,2,2-TRIFLUORO-1-PHENYLETHOXY)PYRIMIDINE-BASED COMPOUNDS

Methods useful for preparing compounds of formula I: and salts thereof are disclosed. Also disclosed are intermediates useful in the preparation of such compounds.

SOLID FORMS OF (S)-ETHYL 2-AMINO-3-(4-(2-AMINO-6-((R)-1-(4-CHLORO-2-(3-METHYL-1H-PYRAZOL-1-YL)PHENYL)-2,2,2-TRIFLUOROETHOXY)-PYRIMIDIN-4-YL)PHENYL)PROPANOATE AND METHODS OF THEIR USE

Solid forms of (S)-ethyl 2-amino-3-(4-(2-amino-6-((R)-1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)propanoate and salts thereof are disclosed.

Process for the preparation of substituted phenylalanines

Intermediates and synthetic processes for the preparation of substituted phenylalanine-based compounds (e.g., of Formula I) are disclosed: