tert-Butyldimethylsilyl glycidyl ether

Base Information

• Chemical Name: tert-Butyldimethylsilyl glycidyl ether
• CAS No.: 78906-15-7
• Molecular Formula: C₉H₂₀O₂Si
• Molecular Weight: 188.342
• DSSTox Substance ID: DTXSID80394090
• Nikkaji Number: J1.244.035I
• Mol file: 78906-15-7.mol

Synonyms:tert-Butyldimethylsilyl glycidyl ether;78906-15-7;tert-butyl-dimethyl-(oxiran-2-ylmethoxy)silane;Oxirane, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-;tert-butyl-dimethyl-[[(2S)-oxiran-2-yl]methoxy]silane;tert-butyldimethyl(oxiran-2-ylmethoxy)silane;SCHEMBL111369;DTXSID80394090;YANSSVVGZPNSKD-UHFFFAOYSA-N;MFCD01862147;AKOS025295761;2-(tert-Butyldimethylsiloxymethyl)oxirane;SY264106;t-butyldimethyl(oxiran-2-ylmethoxy)silane;FT-0707311;tert-Butyldimethylsilyl glycidyl ether, 98%;(+/-)-(tert-butyldimethylsilyl) glycidyl ether;tert-butyl(dimethyl)silyl 2-oxiranylmethyl ether

Chemical Property of tert-Butyldimethylsilyl glycidyl ether

Chemical Property:

• Vapor Pressure: 0.298mmHg at 25°C
• Refractive Index: n20/D 1.531(lit.)
• Boiling Point: 195-197 °C(lit.)
• Flash Point: 70 °C
• PSA: 21.76000
• Density: 0.901 g/mL at 25 °C(lit.)
• LogP: 2.40700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.123256411
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC1CO1
• Uses: tert-Butyldimethylsilyl glycidyl ether may be used to synthesize (R/S)-1-benzylamino-3-(tert-butyldimethylsilyloxy)propan-2-ol and (2R/2S)-1-(tert-butyldimethylsilyloxy)-3-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl]amino}propan-2-ol.

Technology Process of tert-Butyldimethylsilyl glycidyl ether

There total 20 articles about tert-Butyldimethylsilyl glycidyl ether 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) + (R)-oxiranemethanol (57044-25-4) → tert-butyldimethylsilyl (S)-glycidyl ether (78906-15-7,114413-26-2,124150-87-4,123237-62-7)

Guidance literature:

With 1H-imidazole; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200802681

Reference yield: 95.0%

oxiranyl-methanol (556-52-5) + tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyldimethylsilyl glycidyl ether (114413-26-2,123237-62-7,124150-87-4,78906-15-7)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol401787n

Reference yield: 73.0%

Allyloxy-tert-butyl-dimethyl-silane (85807-85-8) → tert-butyldimethylsilyl glycidyl ether (114413-26-2,123237-62-7,124150-87-4,78906-15-7)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)86217-7

upstream raw materials:

Allyloxy-tert-butyl-dimethyl-silane

oxiranyl-methanol

tert-butyldimethylsilyl chloride

1H-imidazole

Downstream raw materials:

tert-butyldimethylsilyl (S)-glycidyl ether

1-(tert-butyl-dimethyl-silanyloxy)-3-(3,5-dimethoxy-phenyl)-propan-2-ol

1-(tert-butyl-dimethyl-silanyloxy)-4,4-bis-phenylsulfanyl-butan-2-ol

(R)-3-((tert-butyldimethylsilyl)oxy)propane-1,2-diol

Refernces

• 1、 Lu, Benjamin L.,Williams, Geoffrey M.,Verdon, Daniel J.,Dunbar, P. Rod,Brimble, Margaret A.. "Synthesis and Evaluation of Novel TLR2 Agonists as Potential Adjuvants for Cancer Vaccines". supporting information. p. 2282 - 2291. Retrieved 2019/10/02.
• 2、 Alford, Morgan A.,Tian, Zhenlin,Menard, Frederic,Klegeris, Andis. "Characterization of novel kainic acid analogs as inhibitors of select microglial functions". . p. 25 - 35. Retrieved 2019/03/04.