81477-94-3

Basic information

• Product Name: N-(Diphenylmethylene)glycerine tert-butyl ester
• Synonyms: N-(Diphenylmethylene)glycine tert-butyl ester;N-(DIPHENYLMETHYLENE)GLYCINE TERT-BUTYL ESTER;N-(DIPHENYLMETHYLENE)GLYCERINE TERT-BUTYL ESTER;(N,N-DIPHENYLMETHYLENE)GLYCINE ETHYL ESTER;DIPHENYLMETHYLENE GLYCINE TERT-BUTYL ESTER;N-(DIPHENYLMETHYLENE)GLYCINE TERT- &;N-(Diphenylmethylene)glycine;DIPHENYLMETHYLENE-GLYCINE BUTYL ESTER
• CAS NO: 81477-94-3
• Molecular Formula: C₁₉H₂₁NO₂
• Molecular Weight: 295.38
• EINECS: 1533716-785-6
• Product Categories: Amino Acids 13C, 2H, 15N;Glycine Equivalents;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Amino Acids & Derivatives
• Mol File: 81477-94-3.mol
• Article Data: 33

Chemical Properties

• Melting Point: 51-53 °C(lit.)
• Boiling Point: 377.5 °C at 760 mmHg
• Flash Point: 134.5 °C
• Appearance: white solid
• Density: 1 g/cm³
• Vapor Pressure: 6.7E-06mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 2.31±0.50(Predicted)
• Water Solubility: Insoluble in water.
• Stability: Moisture Sensitive
• CAS DataBase Reference: N-(Diphenylmethylene)glycerine tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Diphenylmethylene)glycerine tert-butyl ester(81477-94-3)
• EPA Substance Registry System: N-(Diphenylmethylene)glycerine tert-butyl ester(81477-94-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10-21
• TSCA: No
• Hazardous Substances Data: 81477-94-3(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 81477-94-3 differently. You can refer to the following data:
1. suzuki reaction
2. N-(Diphenylmethylene)glycine tert-butyl ester is a useful dye for biological research purposes. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

InChI:InChI=1/C19H21NO2/c1-19(2,3)22-17(21)14-20-18(15-10-6-4-7-11-15)16-12-8-5-9-13-16/h4-13H,14H2,1-3H3

Upstream product

• 75522-03-1 spiropentyl bromide 
• 176965-32-5 tert-butyl-acetyloxydiphenylmethyleneaminoacetate 
• 1013-88-3 Benzophenone imine 
• 107-59-5 tert-Butyl chloroacetate 
• 119-61-9 benzophenone 
• 6456-74-2 Glycine tert-butyl ester 
• 603-35-0 triphenylphosphine 
• 214749-90-3 1-(tert-butoxycarbonylamino)-4-hydroxy-2-butyne 
• 24424-99-5 di-tert-butyl dicarbonate 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 27532-96-3 glycine tert-butyl ester hydrochloride 
• 16881-32-6 tert-butyl N-(benzyloxycarbonyl)glycinate 

Downstream Products

• 136093-04-4 erythro-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate 
• 136093-04-4 threo-tert-butyl 2-<(diphenylmethylene)amino>-3-hydroxynonanoate 
• 118507-46-3 C₁₉⁽¹¹⁾CH₂₃NO₂ 
• 118553-16-5 2-(Benzhydrylidene-amino)-3-dimethylamino-propionic acid tert-butyl ester 
• 137495-61-5 N-(diphenylmethylene)-α-amino-(2,2'-bipyridine)-6-propanoic acid tert-butyl ester 
• 137495-61-5 (S)-N-(diphenylmethylene)-α-amino-(2,2'-bipyridine)-6-propanoic acid tert-butyl ester 
• 119244-23-4 t-butyl (R)-N-(diphenylmethylene)phenylalaninate 
• 119272-91-2 (S)-tert-butyl N-(diphenylmethylidene)phenylalanine 
• 156393-76-9 2-(Benzhydrylidene-amino)-4-(diethoxy-phosphoryl)-butyric acid tert-butyl ester 
• 119244-26-7 tert-butyl (R)-3-(4-chlorophenyl)-2-(diphenylmethanediylamino)propanoate 
• 119244-27-8 tert-butyl (S)-3-(4-chlorophenyl)-2-(diphenylmethanediylamino)propanoate 
• 550346-57-1 tert-butyl 2-[(diphenylmethylidene)amino]-4-methylpent-4-enoate 

Relevant articles and documents

Access to α,α-Disubstituted Disilylated Amino Acids and Their Use in Solid-Phase Peptide Synthesis

A concise synthetic pathway yielding to hydrophobic α,α-disubstituted disilylated amino acids based on a hydrosilylation reaction is described. As a first example of utilization in solid-phase peptide synthesis, TESDpg was introduced in replacement of Aib in an alamethicin sequence, leading to analogues with modified physicochemical properties and conserved helical structures. This study highlights the potential of these new amino acids as tools for peptide modulation.

Methylation of geometrically constrained lysine analogues by histone lysine methyltransferases

We report synthesis and enzymatic assays on human histone lysine methyltransferase catalysed methylation of histones that possess lysine and its geometrically constrained analogues containing rigid (E)-alkene (KE), (Z)-alkene (KZ) and alkyne (Kyne) moieties. Methyltransferases G9a and GLP do have a capacity to catalyse methylation in the order K ? KE > KZ ～ Kyne, whereas monomethyltransferase SETD8 catalyses only methylation of K and KE,.

Enantio- and Diastereoselective Synthesis of β-Aryl-β-pyrazolyl α-Amino Acid Esters via Copper-Catalyzed Reaction of Azomethine Ylides with Benzylidenepyrazolones

A fully stereoselective synthesis of unnatural chiral β-aryl-β-pyrazolyl α-amino acid esters via copper-catalyzed addition reactions of azomethine ylides with benzylidenepyrazolones bearing two contiguous stereogenic centers was developed. A 1H-pyrazol-5-ol was introduced by the aromatization of 3H-pyrazol-3-one in the reaction. The transformation operated at room temperature and afforded β-1H-pyrazol-5-ol-α-amino esters in high yields with good to excellent levels of diastereo- and enantioselectivity.