(S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

Base Information

• Chemical Name: (S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one
• CAS No.: 106191-02-0
• Molecular Formula: C11H23NO2Si
• Molecular Weight: 229.395
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID60437550
• Nikkaji Number: J1.591.989B
• Wikidata: Q82253067
• Mol file: 106191-02-0.mol

Synonyms:106191-02-0;(S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one;(5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-2-one;(2S)-2-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]-5-oxo-1-pyrrolidine;(S)-5-(((tert-Butyldimethylsilyl)-oxy)methyl)pyrrolidin-2-one;SCHEMBL211911;(5S)-5-[[[(tert-Butyl)dimethylsilyl]oxy]methyl]-2-pyrrolidinone;DTXSID60437550;AKOS016843334;AT13581;A895848;(S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one;(5S)-5-[(tert-butyldimethylsilyloxy)methyl]pyrrolidin-2-one;(5S)-5-[[(tert-butyldimethylsilyl)oxy]methyl]pyrrolidin-2-one;(5S)-5beta-(tert-Butyldimethylsiloxymethyl)pyrrolidine-2-one

Chemical Property of (S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

Chemical Property:

• Boiling Point: 307.6±15.0 °C(Predicted)
• PKA: 15.90±0.40(Predicted)
• PSA: 38.33000
• Density: 0.942±0.06 g/cm3(Predicted)
• LogP: 2.61560
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.149805511
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

97% ^*data from raw suppliers

(S)-5-(((tert-Butyldimethylsilyl)-oxy)methyl)pyrrolidin-2-one 95+% ^*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)OCC1CCC(=O)N1
• Isomeric SMILES: CC(C)(C)[Si](C)(C)OC[C@@H]1CCC(=O)N1

Technology Process of (S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

There total 22 articles about (S)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one 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%

tert-butyldimethylsilyl chloride (18162-48-6) + (S)-Pyroglutaminol (17342-08-4) → (S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one (106191-02-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 12h;

DOI:10.1248/cpb.40.1925

Reference yield: 100.0%

(R)-5-hydroxymethylpyrrolidin-2-one (66673-40-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one (128899-30-9,100548-49-0,106191-02-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2013.02.014

Reference yield: 24.0%

tert-butyldimethylsilyl chloride (18162-48-6) + D-pyrrolidone-5-carboxylic acid (4042-36-8) → (R)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one (128899-30-9,100548-49-0,106191-02-0)

Guidance literature:

D-pyrrolidone-5-carboxylic acid; With thionyl chloride; In methanol; at 0 - 20 ℃; for 1h;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 16h;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

upstream raw materials:

(R)-5-hydroxymethylpyrrolidin-2-one

tert-butyldimethylsilyl chloride

D-Glutamic acid

methyl (2R)-pyroglutamate

Downstream raw materials:

C₂₁H₃₅NO₂Si

C₂₆H₃₇NO₄Si

C₃₂H₄₉NO₄Si

C₃₁H₄₇NO₄Si