N-<(S)-1-phenylethyl>(trimethylsilyl)amine

Base Information

• Chemical Name: N-<(S)-1-phenylethyl>(trimethylsilyl)amine
• CAS No.: 121443-77-4
• Molecular Formula: C₁₁H₁₉NSi
• Molecular Weight: 193.364
• Mol file: 121443-77-4.mol

Synonyms:N-<(S)-1-phenylethyl>(trimethylsilyl)amine

Chemical Property of N-<(S)-1-phenylethyl>(trimethylsilyl)amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-<(S)-1-phenylethyl>(trimethylsilyl)amine

There total 3 articles about N-<(S)-1-phenylethyl>(trimethylsilyl)amine 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: 86.0%

(S)-1-phenyl-ethylamine (2627-86-3) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → N-<(S)-1-phenylethyl>(trimethylsilyl)amine (121443-77-4)

Guidance literature:

With ammonium sulfate; 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h;

DOI:10.1021/ja00195a044

Reference yield:

chloro-trimethyl-silane (75-77-4) + (S)-1-phenyl-ethylamine (2627-86-3) → N-<(S)-1-phenylethyl>(trimethylsilyl)amine (121443-77-4)

Guidance literature:

With n-butyllithium; Multistep reaction; 1.) hexane, diethyl ether, 0 deg C, 15 min, 2.) hexane, diethyl ether, 30 min;

DOI:10.1080/00397919208021089

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) + N-Trimethylsilylacetamide (13435-12-6) → N-<(S)-1-phenylethyl>(trimethylsilyl)amine (121443-77-4)

Guidance literature:

In dimethyl sulfoxide; at 25 ℃;

DOI:10.1016/S0040-4039(00)84553-0

upstream raw materials:

chloro-trimethyl-silane

(S)-1-phenyl-ethylamine

1,1,1,3,3,3-hexamethyl-disilazane

N-Trimethylsilylacetamide

Downstream raw materials:

C₁₄H₁₅NS

(S)-1-(2-(diphenylphosphino)phenyl)ethanamine

tert-butyl (3R,4S)-4-<(methoxy)methoxy>-3-<(1'S)-(1'-phenylethyl)amino>pentanoate

(1S)-N-Trimethylsilyl-1-(2-chlorophenyl)ethylamine

Refernces

• 1、 Zeng, Ju-Lan,Yu, Sai-Bo,Cao, Zhong,Yang, Dao-Wu. "Preparation of S-containing aminophosphine and phosphoramidite ligands and their applications in enantioselective C-C bond forming reactions". experimental part. p. 243 - 248. Retrieved 2010/08/22.
• 2、 Polniaszek, Richard P.,Kaufman, Craig R.. "Stereoselective Nucleophilic Additions to the Carbon-Nitrogen Double Bond. 2. Chiral Iminium Ions Derived from "Second Generation" Chiral Amines". . p. 4859 - 4863. Retrieved 2007/10/02.