3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

Base Information

• Chemical Name: 3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-
• CAS No.: 177032-63-2
• Molecular Formula: C20H26O2Si
• Molecular Weight: 326.511
• DSSTox Substance ID: DTXSID50459620
• Mol file: 177032-63-2.mol

Synonyms:177032-63-2;3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-;DTXSID50459620;FT-0763423

Chemical Property of 3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 326.170206602
• Heavy Atom Count: 23
• Complexity: 344

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OCC(C=C)O

Technology Process of 3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

There total 1 articles about 3-Buten-2-ol, 1-[[(1,1-dimethylethyl)diphenylsilyl]oxy]- 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%

3,4-butenediol (497-06-3,86161-40-2) + tert-butylchlorodiphenylsilane (58479-61-1) → (+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene (177032-63-2)

Guidance literature:

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

DOI:10.1021/jo1011202

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + (+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene (177032-63-2) → (+/-)-tert-butyl 1-(tert-butyldiphenylsilyloxy)but-3-en-2-yl carbonate (1332506-63-4)

Guidance literature:

(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.333333h; Inert atmosphere;

di-tert-butyl dicarbonate; In tetrahydrofuran; pentane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo201110z

Reference yield: 93.0%

(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene (177032-63-2) + cinnamyl tert-butyl carbonate (124517-47-1) → tert-butyl(2-(1'-(phenyl)allyloxy)but-3-enyloxy)diphenylsilane (1332506-66-7)

Guidance literature:

(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene; With n-butyllithium; In tetrahydrofuran; pentane; at 0 ℃; for 0.25h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; pentane; at 20 ℃; for 0.5h; Inert atmosphere;

cinnamyl tert-butyl carbonate; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; di-tert-butyl diisopropylphosphoramide; In tetrahydrofuran; pentane; at 0 - 20 ℃; for 16h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo201110z

upstream raw materials:

3,4-butenediol

tert-butylchlorodiphenylsilane

Downstream raw materials:

(+/-)-1-tert-butyldiphenylsilyloxy-3,4-methylenylbutan-2-ol

(+/-)-1-tert-Butyldiphenylsilyloxy-2-methoxymethylenoxybut-3-ene

(R)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene

1-{(R)-5-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-4,5-dihydro-isoxazol-3-yl}-ethanone