(S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine

Base Information

• Chemical Name: (S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine
• CAS No.: 848821-60-3
• Molecular Formula: C₂₄H₃₅NOSi
• Molecular Weight: 381.634
• DSSTox Substance ID: DTXSID30587455
• Nikkaji Number: J2.270.420F
• Wikidata: Q82479886
• Mol file: 848821-60-3.mol

Synonyms:848821-60-3;(S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine;[bis(3,5-dimethylphenyl)-[(2S)-pyrrolidin-2-yl]methoxy]-trimethylsilane;(S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)-oxy)methyl)pyrrolidine;(2S)-2-[BIS(3,5-DIMETHYLPHENYL)[(TRIMETHYLSILYL)OXY]METHYL]PYRROLIDINE;C24H35NOSi;Pyrrolidine, 2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]-, (2S)-;(2S)-2-{Bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl}pyrrolidine;SCHEMBL5523455;DTXSID30587455;YIB82160;AKOS016004051;AS-72599;CS-0065951;D72009;(S)-,-Bis(3,5-dimethylphenyl)-2-pyrrolidinemethanol trimethylsilyl ether hydrochloride;Pyrrolidine, 2-[bis(3,5-dimethylphenyl)[(trimethylsilyl)oxy]methyl]-, (2S)-

Chemical Property of (S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine

Chemical Property:

• PSA: 21.26000
• LogP: 6.09610
• 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: 381.248791274
• Heavy Atom Count: 27
• Complexity: 441

Purity/Quality:

97%,98%e.e. ^*data from raw suppliers

(S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)-oxy)methyl)pyrrolidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)C(C2CCCN2)(C3=CC(=CC(=C3)C)C)O[Si](C)(C)C)C
• Isomeric SMILES: CC1=CC(=CC(=C1)C([C@@H]2CCCN2)(C3=CC(=CC(=C3)C)C)O[Si](C)(C)C)C

Technology Process of (S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine

There total 2 articles about (S)-2-(Bis(3,5-dimethylphenyl)((trimethylsilyl)oxy)methyl)pyrrolidine 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: 100.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + bis(3,5-dimethylphenyl)-(S)-pyrrolidin-2-ylmethanol (131180-63-7) → (S)-2-{bis(3,5-dimethylphenyl)[(trimethylsilanyl)oxy]methyl}pyrrolidine (848821-60-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.200462101

Reference yield:

C26H35NO3 → (S)-2-{bis(3,5-dimethylphenyl)[(trimethylsilanyl)oxy]methyl}pyrrolidine (848821-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 1 h / Reflux

2: triethylamine / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere

With triethylamine; sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1021/acs.joc.5b00380

upstream raw materials:

trimethylsilyl trifluoromethanesulfonate

bis(3,5-dimethylphenyl)-(S)-pyrrolidin-2-ylmethanol

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