7662-76-2

Basic information

• Product Name: N-BENZYLGLYCINE TERT-BUTYL ESTER
• Synonyms: N-BENZYLGLYCINE TERT-BUTYL ESTER;tert-Butyl (benzylamino)acetate, tert-Butyl N-benzylglycinate;tert-Butyl 2-(benzylamino)acetate;(Benzylamino)Acetic Acid Tert-Butyl Ester
• CAS NO: 7662-76-2
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.298
• Mol File: 7662-76-2.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 151-152 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.019±0.06 g/cm3(Predicted)
• PKA: 6?+-.0.20(Predicted)
• CAS DataBase Reference: N-BENZYLGLYCINE TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYLGLYCINE TERT-BUTYL ESTER(7662-76-2)
• EPA Substance Registry System: N-BENZYLGLYCINE TERT-BUTYL ESTER(7662-76-2)

Safety Data

• Hazardous Substances Data: 7662-76-2(Hazardous Substances Data)

Usage

Description

N-BENZYLGLYCINE TERT-BUTYL ESTER, also known as tert-Butyl 2-(Benzylamino)acetate, is a chemical compound that plays a significant role in the field of pharmaceutical research and development. It is characterized by its unique structure, which allows for the study of hydrophobic binding interactions in various compounds.

Uses

Used in Pharmaceutical Research:
N-BENZYLGLYCINE TERT-BUTYL ESTER is used as a research compound for studying the structure-based characterization and optimization of novel hydrophobic binding interactions. This is particularly relevant in the development of pyrrolidine influenza neuraminidase inhibitors, which are crucial in the treatment of influenza.
In the pharmaceutical industry, N-BENZYLGLYCINE TERT-BUTYL ESTER serves as a valuable tool in the design and synthesis of new drugs targeting specific biological interactions. Its application in this field is primarily due to its ability to help researchers understand and manipulate hydrophobic binding interactions, which are essential for the development of effective drugs.
Additionally, N-BENZYLGLYCINE TERT-BUTYL ESTER may have potential applications in other areas of chemistry and materials science, although the provided materials do not specify these uses. Its versatility and unique properties make it a promising compound for further exploration and development in various scientific fields.

Upstream product

• 6456-74-2 Glycine tert-butyl ester 
• 100-39-0 benzyl bromide 
• 35059-50-8 t-butyl diazoacetate 
• 100-46-9 benzylamine 
• 15960-79-9 di-tert-butyl 2-bromomalonate 
• 1383445-35-9 di-tert-butyl N-benzyl-2-aminomalonate 
• 107-59-5 tert-Butyl chloroacetate 
• 16881-32-6 tert-butyl N-(benzyloxycarbonyl)glycinate 
• 100-52-7 benzaldehyde 
• 5292-43-3 bromoacetic acid tert-butyl ester 

Downstream Products

• 196212-64-3 Boc-Asa[α,β-(OMe)2]-(Bn)-Gly-OtBu 
• 185426-26-0 (Benzyl-benzyloxycarbonylmethyl-amino)-acetic acid tert-butyl ester 
• 17136-36-6 N-benzylglycine 
• 141743-16-0 N-(carboxymethyl)-N-Fmoc-glycine tert-butyl ester 
• 1101840-77-0 6-benzyl-6-aza-spiro[2.5]octan-4-one hydrochloride 
• 1101840-81-6 (S)-6-Benzyl-6-aza-spiro[2.5]octan-4-ol 

Relevant articles and documents

Structure-Activity Relationship Studies of Hydantoin-Cored Ligands for Smoothened Receptor

An underside binding site was recently identified in the transmembrane domain of smoothened receptor (SMO). Herein, we report efforts in the exploration of new insights into the interactions between the ligand and SMO. The hydantoin core in the middle of the parent compound was found to be highly conservative in chirality, ring size, and substituents. On each benzene at two ends, a plethora of variations, particularly halogen substitutions, were introduced and investigated. Analysis of the structure-activity relationship revealed miscellaneous halogen effects. The ligands with double halogen substituents exhibit remarkably enhanced potency, providing promising candidates that potentially overcome the common drug resistance and useful heavy-atom labeled chemical tools for co-crystallization studies of SMO.

Dynamics in Catalytic Asymmetric Diastereoconvergent (3 + 2) Cycloadditions with Isomerizable Nitrones and α-Keto Ester Enolates

Reaction design in asymmetric catalysis has traditionally been predicated on a structurally robust scaffold in both substrates and catalysts, to reduce the number of possible diastereomeric transition states. Herein, we present the stereochemical dynamics in the Ni(II)-catalyzed diastereoconvergent (3 + 2) cycloadditions of isomerizable nitrile-conjugated nitrones with α-keto ester enolates. Even in the presence of multiple equilibrating species, the catalytic protocol displays a wide substrate scope to access a range of CN-containing building blocks bearing adjacent stereocenters with high enantio- and diastereoselectivities. Our computational investigations suggest that the enantioselectivity is governed in the deprotonation process to form (Z)-Ni-enolates, while the unique syn addition is mainly controlled by weak noncovalent bonding interactions between the nitrone and ligand.

PEPTOID-BASED CHELATING LIGANDS FOR SELECTIVE METAL CHELATION

The present disclosure provides peptoid-based chelating ligands, corresponding cyclic peptoids, and methods of making thereof. Functional groups may be tailored for high metal binding affinity and selectivity. The side chains of a cyclic peptoid according to the present disclosure may be selected based on, for example, high affinity for actinide or other metal ions, selectivity for actinide or other metal ions, the ability to recover a metal once it is bound to the peptoid, and whether the overall peptoid should be hydrophobic or hydrophilic. Unlike siderophores, peptoid-based chelating ligands of the present disclosure are not readily hydrolyzed under physiological conditions. Therefore, peptoid-based chelating ligands may be, for example, used to treat actinide (e.g., iron and lead) poisoning in vivo. Moreover, peptoid-based chelating ligands of the present disclosure may be used for medical imaging, chelation therapy, drug delivery, and separation technologies, for example.