(2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-amine

Base Information

• Chemical Name: (2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-amine
• CAS No.: 161401-36-1
• Molecular Formula: C9H22N2OSi
• Molecular Weight: 202.372
• DSSTox Substance ID: DTXSID40369340
• Nikkaji Number: J623.953F
• Wikidata: Q82156382
• Mol file: 161401-36-1.mol

Synonyms:161401-36-1;(2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-amine;(S)-(-)-1-TRIMETHYLSILYLAMINO-2-METHOXYMETHYLPYRROLIDINE, TECHN., 80;SBB017513;DTXSID40369340;HPCBNKFOXCCWJZ-VIFPVBQESA-N;(2S)-1-(Trimethylsilylamino)-2-methoxymethylpyrrolidine

Chemical Property of (2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-amine

Chemical Property:

• PSA: 24.50000
• LogP: 1.76550
• Storage Temp.: Freezer (-20°C)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 202.150139864
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

98%min ^*data from raw suppliers

(S)-(-)-1-TRIMETHYLSILYLAMINO-2-METHOXYMETHYLPYRROLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1CCCN1N[Si](C)(C)C
• Isomeric SMILES: COC[C@@H]1CCCN1N[Si](C)(C)C

Technology Process of (2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-amine

There total 1 articles about (2S)-2-(methoxymethyl)-N-trimethylsilylpyrrolidin-1-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: 95.0%

chloro-trimethyl-silane (75-77-4) + (S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → (S)-(-)-1-(trimethylsilylamino)-2-(methoxymethyl)pyrrolidine (161401-36-1)

Guidance literature:

With n-butyllithium; In diethyl ether; for 2h; Ambient temperature;

DOI:10.1055/s-1994-25688

Reference yield:

tert-butyl cinnamate (14990-09-1) + benzyl bromide (100-39-0) + (S)-(-)-1-(trimethylsilylamino)-2-(methoxymethyl)pyrrolidine (161401-36-1) → (2S,3R)-2-Benzyl-3-[((S)-2-methoxymethyl-pyrrolidin-1-yl)-trimethylsilanyl-amino]-3-phenyl-propionic acid tert-butyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; butyllithium; Multistep reaction; 1.) THF, -78 to 0 deg, 15 h, 2.) THF, -78 deg C to RT, 15 h;

DOI:10.1055/s-1994-25688

Reference yield:

tert-butyl cinnamate (14990-09-1) + ethyl iodide (75-03-6) + (S)-(-)-1-(trimethylsilylamino)-2-(methoxymethyl)pyrrolidine (161401-36-1) → (S)-2-{(R)-[((S)-2-Methoxymethyl-pyrrolidin-1-yl)-trimethylsilanyl-amino]-phenyl-methyl}-butyric acid tert-butyl ester

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; butyllithium; Multistep reaction; 1.) THF, -78 to 0 deg, 15 h, 2.) THF, -78 deg C to RT, 15 h;

DOI:10.1055/s-1994-25688

upstream raw materials:

chloro-trimethyl-silane

(S)-1-amino-2-(methoxymethyl)pyrrolidine