N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine

Base Information

• Chemical Name: N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine
• CAS No.: 204580-28-9
• Molecular Formula: C9H23NOSi
• Molecular Weight: 189.373
• Hs Code.: 2931900090
• European Community (EC) Number: 866-458-6
• Mol file: 204580-28-9.mol

Synonyms:204580-28-9;N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine;2-[tert-butyl(dimethyl)silyl]oxy-N-methylethanamine;[2-(tert-Butyldimethylsilanyloxy)ethyl]methylamine;Ethanamine, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-methyl-;{2-[(tert-butyldimethylsilyl)oxy]ethyl}(methyl)amine;MFCD20662141;N-(2-(tert-butyldimethylsilyloxy)ethyl)methylamine;2-((tert-Butyldimethylsilyl)oxy)-N-methylethanamine;2-[(tert-Butyldimethylsilyl)oxy]-N-methylethanamine;SCHEMBL554155;2-((tert-butyldimethylsilyl)oxy)-N-methylethan-1-amine;AC1356;AKOS025243956;DS-10193;SY026125;CS-0154942;EN300-253560;2-(tert-butyldimethylsilyloxy)-N-methylethanamine;A879610;(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)methylamine;2-(Methylamino)ethanol, tert-butyldimethylsilyl ether;[2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amine;Ethanol, 2-(methylamino)-, O-(tert-butyldimethylsilyl)

Chemical Property of N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine

Chemical Property:

• Boiling Point: 193.8±23.0 °C(Predicted)
• PKA: 9.55±0.10(Predicted)
• PSA: 21.26000
• Density: 0.830±0.06 g/cm3(Predicted)
• LogP: 2.61850
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 189.154890892
• Heavy Atom Count: 12
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCCNC

Technology Process of N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine

There total 2 articles about N-[2-(tert-Butyldimethylsilyloxy)ethyl]methylamine 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: 98.0%

(2-hydroxyethyl)(methyl)amine (109-83-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-methyl-ethanamine (204580-28-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; Inert atmosphere;

DOI:10.1039/b818878e

Reference yield: 83.0%

→ 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-methyl-ethanamine (204580-28-9)

Guidance literature:

Reference yield: 94.0%

2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-N-methyl-ethanamine (204580-28-9) + 4-tert-butylphenyl triflate (154318-75-9) → 4-(tert-butyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methylaniline

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; at 80 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c00491

upstream raw materials:

(2-hydroxyethyl)(methyl)amine

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-{{4-{{[2-(tert-butyldimethylsilyloxy)ethyl]methylcarbamoyl}oxy}phenyl}thio}-7-isopropoxy-5,6-dimethoxy-4H-chromen-4-one

N-(2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)-2,3,4-trifluoro-N-methylbenzamide

N-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3-chloro-2,4-difluoro-N-methylbenzamide

N-(2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)-2,4-difluoro-N-methylbenzenesulfonamide

Refernces

• 1、 -. "NITROXOLINE PRODRUG AND USE THEREOF". Paragraph 0214; 0496-0497. . Retrieved 2021/11/26.
• 2、 Kavianinia, Iman,Kunalingam, Lavanya,Harris, Paul W. R.,Cook, Gregory M.,Brimble, Margaret A.. "Total Synthesis and Stereochemical Revision of the Anti-Tuberculosis Peptaibol Trichoderin A". supporting information. p. 3878 - 3881. Retrieved 2016/08/16.