O-Tritylhydroxylamine

Base Information

• Chemical Name: O-Tritylhydroxylamine
• CAS No.: 31938-11-1
• Molecular Formula: C19H17 N O
• Molecular Weight: 275.35
• Hs Code.: 2922199090
• European Community (EC) Number: 250-868-1
• UNII: 6LP55QN74E
• DSSTox Substance ID: DTXSID70185777
• Nikkaji Number: J278.208A
• Wikidata: Q72515559
• ChEMBL ID: CHEMBL1214121
• Mol file: 31938-11-1.mol

Synonyms:O-Tritylhydroxylamine;31938-11-1;O-(Triphenylmethyl)hydroxylamine;Trityloxyamine;Hydroxylamine, O-(triphenylmethyl)-;EINECS 250-868-1;MFCD00042818;O-Trtylhydroxylamne;Trt-HA;o-trityl hydroxylamine;O-trityl-hydroxylamine;Trityl-O-Hydroxylamine;(Triphenylmethoxy)amine;O-trityl -hydroxylamine;O-Tritylhydroxylamine, 95%;SCHEMBL316134;6LP55QN74E;CHEMBL1214121;DTXSID70185777;NZFHJBSDSXDUAO-UHFFFAOYSA-N;AMY41965;AKOS015903286;AS-20021;SY078719;CS-0130351;FT-0698230;T3860;EN300-7407044;J-018572;J-523844

Chemical Property of O-Tritylhydroxylamine

Chemical Property:

• Vapor Pressure: 4.73E-08mmHg at 25°C
• Melting Point: 79-81 °C(lit.)
• Boiling Point: 443.2ºC at 760 mmHg
• PKA: 3.10±0.70(Predicted)
• Flash Point: 235.1ºC
• PSA: 35.25000
• Density: 1.133g/cm3
• LogP: 4.56910
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 275.131014166
• Heavy Atom Count: 21
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

O-Tritylhydroxylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)ON
• Uses: O-Tritylhydroxylamine may be used in the preparation of 8-azido-O-trityloctahydroxamate and 9-azido-O-tritylnonahydroxamate. It may be used in the synthesis of Simian virus nuclear localization peptide (NLS)-histone deacetylase (HDAC) inhibitor conjugates.

Technology Process of O-Tritylhydroxylamine

There total 3 articles about O-Tritylhydroxylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2-(trityloxy)isoindoline-1,3-dione (31938-10-0) → O-tritylhydroxylamine (31938-11-1)

Guidance literature:

With hydrazine hydrate; In dichloromethane; for 0.5h;

DOI:10.1021/jo049617f

Reference yield:

trityl chloride (76-83-5) → O-tritylhydroxylamine (31938-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / Et₃N / dimethylformamide / 36 h

2: 92 percent / hydrazine hydrate / CH₂Cl₂ / 0.5 h

With hydrazine hydrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo049617f

Reference yield:

→ O-tritylhydroxylamine (31938-11-1)

Guidance literature:

Verb. 2f, N2H4*H2O;

upstream raw materials:

2-(trityloxy)isoindoline-1,3-dione

trityl chloride

Downstream raw materials:

methyl 8–oxo–8-((trityloxy)amino)octanoate

triphenylmethane

2-[2-phenyl-5-(2-phenyl-1H-indole-6-carbonyl)-thiophen-3-yl]-N-trityloxy-acetamide

(4-{2-phenyl-6-[5-phenyl-4-(trityloxycarbamoyl-methyl)-thiophene-2-carbonyl]-indol-1-yl}-butyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Aboukhatwa, Shaimaa M.,Hanigan, Thomas W.,Taha, Taha Y.,Neerasa, Jayaprakash,Ranjan, Rajeev,El-Bastawissy, Eman E.,Elkersh, Mohamed A.,El-Moselhy, Tarek F.,Frasor, Jonna,Mahmud, Nadim,McLachlan, Alan,Petukhov, Pavel A.. "Structurally Diverse Histone Deacetylase Photoreactive Probes: Design, Synthesis, and Photolabeling Studies in Live Cells and Tissue". supporting information. p. 1096 - 1107. Retrieved 2019/04/17.
• 2、 Ng, David Y. W.,Arzt, Matthias,Wu, Yuzhou,Kuan, Seah Ling,Lamla, Markus,Weil, Tanja. "Constructing hybrid protein zymogens through protective dendritic assembly". supporting information. p. 324 - 328. Retrieved 2014/01/17.