N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide

Base Information

• Chemical Name: N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide
• CAS No.: 15831-62-6
• Molecular Formula: C11H17 N O3
• Molecular Weight: 211.2576
• NSC Number: 100752
• DSSTox Substance ID: DTXSID70295249
• Nikkaji Number: J1.925.715K
• Wikidata: Q82035067
• Mol file: 15831-62-6.mol

Synonyms:15831-62-6;N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide;NSC100752;SCHEMBL2741817;DTXSID70295249;AKOS024323334;NSC-100752

Chemical Property of N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 211.12084340
• Heavy Atom Count: 15
• Complexity: 163

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C[N+](CCO)(CCO)[O-]

Technology Process of N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide

There total 7 articles about N-benzyl-2-hydroxy-N-(2-hydroxyethyl)ethanamine oxide 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: 36.0%

N-benzyl-diethanolamine (101-32-6) → N-benzyl-diethanolamine N-oxide (15831-62-6)

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/S0040-4020(03)00908-6

Reference yield: 32.0%

C15H21NO5 (953810-89-4) → C13H19NO4 + N-benzyl-diethanolamine N-oxide (15831-62-6)

Guidance literature:

With esterase from porcine liver; In phosphate buffer; at 25 ℃; for 48h; pH=7.2;

DOI:10.1016/j.tetlet.2007.07.183

Reference yield:

2,2'-(benzy-lazanediyl)bis(ethane-2,1-diyl)diacetate (106193-77-5) → N-benzyl-diethanolamine N-oxide (15831-62-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / MCPBA / CHCl₃ / 0.5 h / 0 °C

2: 32 percent / Esterase from porcine liver / aq. phosphate buffer / 48 h / 25 °C / pH 7.2

With esterase from porcine liver; 3-chloro-benzenecarboperoxoic acid; In phosphate buffer; chloroform;

DOI:10.1016/j.tetlet.2007.07.183

upstream raw materials:

N-benzyl-diethanolamine

C₁₅H₂₁NO₅

2,2'-(benzy-lazanediyl)bis(ethane-2,1-diyl)diacetate

benzyl bromide

Refernces

• 1、 Shen, Yongcun,Feng, Xiaoming,Li, Yan,Zhang, Guolin,Jiang, Yaozhong. "A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst". . p. 5667 - 5675. Retrieved 2007/10/03.