31938-11-1

Basic information

• Product Name: O-TRITYLHYDROXYLAMINE
• Synonyms: O-(TRIPHENYLMETHYL)HYDROXYLAMINE;O-TRITYLHYDROXYLAMINE;TRITYLOXYAMINE;O-(Triphenylmethyl)hydroxylamine, Trityloxyamine;[[Triphenylmethyl]oxy]amine;HydroxylaMine,O-(triphenylMethyl)-;O-TritylhydroxylaMine 95%;O-Tritylhydroxylamine (Trityloxy)amine
• CAS NO: 31938-11-1
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.34
• EINECS: 250-868-1
• Product Categories: Building Blocks;Chemical Synthesis;Hydroxylamines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 31938-11-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 79-81 °C(lit.)
• Boiling Point: 443.2ºC at 760 mmHg
• Flash Point: 235.1ºC
• Appearance: /
• Density: 1.133
• Vapor Pressure: 4.73E-08mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 3.10±0.70(Predicted)
• BRN: 1983917
• CAS DataBase Reference: O-TRITYLHYDROXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: O-TRITYLHYDROXYLAMINE(31938-11-1)
• EPA Substance Registry System: O-TRITYLHYDROXYLAMINE(31938-11-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 31938-11-1(Hazardous Substances Data)

Usage

Description

O-TRITYLHYDROXYLAMINE is a white to off-white powder that serves as a crucial intermediate in the synthesis of various organic compounds. It is particularly utilized in the preparation of 8-azido-O-trityloctahydroxamate and 9-azido-O-tritylnonahydroxamate, which are significant in the field of chemical research and pharmaceutical development.

Uses

Used in Pharmaceutical Industry:
O-TRITYLHYDROXYLAMINE is used as a synthetic intermediate for the development of Simian virus nuclear localization peptide (NLS)-histone deacetylase (HDAC) inhibitor conjugates. These conjugates play a vital role in the study and treatment of various diseases by targeting specific cellular processes and pathways.
Used in Chemical Research:
O-TRITYLHYDROXYLAMINE is used as a key component in the synthesis of various organic compounds, including 8-azido-O-trityloctahydroxamate and 9-azido-O-tritylnonahydroxamate. These compounds are essential for advancing the understanding of chemical reactions and the development of new pharmaceutical agents.

InChI:InChI=1/C19H17NO/c20-21-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H,20H2

Upstream product

• 31938-10-0 2-(trityloxy)isoindoline-1,3-dione 
• 76-83-5 trityl chloride 

Downstream Products

• 102652-70-0 O-triphenylmethyl N-(carbobenzyloxy)-L-threoninehydroxamate 
• 84094-55-3 Berberin-O-tritylhydroxylamin 
• 193603-20-2 4-Nitro-4-(2-trityloxycarbamoyl-ethyl)-heptanedioic acid bis-(trityloxy-amide) 
• 263840-27-3 [(E)-Trityloxyimino]-acetic acid 
• 251456-96-9 N-trityloxy-6-(4-nitrobenzoyl)aminocapramide 
• 251456-95-8 N-trityloxy-6-(4-chlorobenzoyl)aminocapramide 
• 310890-14-3 3(S)-isobutyl-5(R)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 
• 310890-12-1 3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-4(S)-vinyl-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 
• 310890-70-1 3(S)-isobutyl-4(S)-(4-methoxy-benzenesulfonylamino)-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 
• 310890-66-5 4(S)-(2(S)-acetylamino-3-phenyl-propionylamino)-3(S)-isobutyl-5(S)-(2-methoxy-ethoxy)-tetrahydro-furan-2(S)-carboxylic acid trityloxy-amide 
• 365282-20-8 2-[[(benzhydryl-carbamoyl)-methyl]-(4-methoxy-benzenesulfonyl)-amino]-4-benzylsulfanyl-N-trityloxy-butyramide 
• 478964-55-5 2-[isobutyl-(4-methoxy-benzenesulfonyl)-amino]-4-(pyridin-3-ylmethylsulfanyl)-N-trityloxy-butyramide 
• 365282-26-4 4-benzylsulfanyl-2-[(4-methoxy-benzenesulfonyl)-(2-morpholin-4-yl-2-oxo-ethyl)-amino]-N-trityloxy-butyramide 
• 365282-18-4 4-benzylsulfanyl-2-((4-methoxy-benzenesulfonyl)-{[(pyridin-3-ylmethyl)-carbamoyl]-methyl}-amino)-N-trityloxy-butyramide 

Relevant articles and documents

Controlled Supramolecular Assembly Inside Living Cells by Sequential Multistaged Chemical Reactions

Synthetic assembly within living cells represents an innovative way to explore purely chemical tools that can direct and control cellular behavior. We use a simple and modular platform that is broadly accessible and yet incorporates highly intricate molecular recognition, immolative, and rearrangement chemistry. Short bimodular peptide sequences undergo a programmed sequence of events that can be tailored within the living intracellular environment. Each sequential stage of the pathways beginning with the cellular uptake, intracellular transport, and localization imposes distinct structural changes that result in the assembly of fibrillar architectures inside cells. The observation of apoptosis, which is characterized by the binding of Annexin V, demonstrates that programmed cell death can be promoted by the peptide assembly. Higher complexity of the assemblies was also achieved by coassembly of two different sequences, resulting in intrinsically fluorescent architectures. As such, we demonstrate that the in situ construction of architectures within cells will broaden the community's perspective toward how structure formation can impact a living system.

Studies towards dynamic kinetic resolution of 4-hydroxy-2-methylcyclopent-2-en-1-one and its E-O-trityloxime

Dynamic kinetic resolution through metal complex induced racemization and Candida antarctica lipase mediated enantioselective acetylation of a model hydroxy-ketone: 4-hydroxy-2-methylcyclopent-2-en-1-one and its selected derivatives, has been studied. Racemization of the hydroxy-ketone was efficiently affected by [RuCl2(cymene)]2complex–triethylamine while Shvo's catalyst triggered an intramolecular redox process. Kinetic resolution of 4-hydroxy-2-methylcyclopent-2-en-1-one with C. antarctica under conditions compatible with [RuCl2(cymene)]2racemization failed to reach the efficiency threshold. However, dynamic kinetic resolution of its O-trityloxime using [RuCl2(cymene)]2–triethylamine and C. antarctica lipase–isopropenyl acetate combination, was successfully achieved.

2-[(arylmethoxy)imino]imidazolidines with potential biological activities

A series of 2-[(arylmethoxy)imino]imidazolidines was synthesized by reacting 2-chloro-4,5-dihydroimidazole with corresponding O- arylmethylhydroxylamines and evaluated for their α1-, α2-adrenergic and imidazoline I1, I2 receptor binding affinities. The most potent 2-[(naphthalen-1-ylmethoxy)imino] imidazolidine showed a high selectivity and good affinity for the [ 3H]prazosin-labeled α1-adrenoceptors (Ki = 107 nM). Representative compounds of this series were also tested in vivo for possible circulatory effects in rats after intravenous administration.