(But-3-en-1-yloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: (But-3-en-1-yloxy)(tert-butyl)diphenylsilane
• CAS No.: 135006-32-5
• Molecular Formula: C20H26OSi
• Molecular Weight: 310.511
• Hs Code.: 2932190090
• Mol file: 135006-32-5.mol

Synonyms:3-<(tert-butyldiphenylsilyl)oxy>-1-butene;(but-3-en-1-yloxy)(tert-butyl)diphenylsilane;But-3-enyloxy-tert-butyl-diphenyl-silane;but‐3‐enyloxy‐tert‐butyldiphenylsilane;(but-3-en-1-yloxy)(tertbutyl)diphenylsilane;4-<(tert-butyldiphenylsilyl)oxy>-1-butene;4-<<(tert-butyldiphenyl)silyl>oxy>-1-butene;

Chemical Property of (But-3-en-1-yloxy)(tert-butyl)diphenylsilane

Chemical Property:

• PSA: 9.23000
• LogP: 4.13910

Purity/Quality:

99% ^*data from raw suppliers

(But-3-en-1-yloxy)(tert-butyl)diphenylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (But-3-en-1-yloxy)(tert-butyl)diphenylsilane

There total 13 articles about (But-3-en-1-yloxy)(tert-butyl)diphenylsilane 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%

homoalylic alcohol (627-27-0) + tert-butylchlorodiphenylsilane (58479-61-1) → 4-tert-butyldiphenylsilyloxy-1-butene (135006-32-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.10.051

Reference yield: 97.0%

thiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxy)-1-iodomethyl-propyl] ester S-methyl ester → 4-tert-butyldiphenylsilyloxy-1-butene (135006-32-5)

Guidance literature:

With phenyllithium; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4039(99)00675-9

Reference yield: 89.0%

cyclopropyl bromide (4333-56-6,130561-87-4) + 4-[(tert-butyldiphenylsilyl)oxy]-1-iodobutane (149365-02-6) → tert-butyl(4-cyclopropylbutoxy)diphenylsilane + n-butoxy-tert-butyldiphenylsilane (75031-69-5) + 4-tert-butyldiphenylsilyloxy-1-butene (135006-32-5)

Guidance literature:

cyclopropyl bromide; With iodine; magnesium; In 2-methyltetrahydrofuran; for 1.5h; Inert atmosphere; Reflux;

4-[(tert-butyldiphenylsilyl)oxy]-1-iodobutane; With N,N,N,N,-tetramethylethylenediamine; cobalt(II) aceylacetonate; In tetrahydrofuran; 2-methyltetrahydrofuran; at 0 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00579

upstream raw materials:

homoalylic alcohol

tert-butylchlorodiphenylsilane

4-(tert-butyldiphenylsilyloxy)-1-butyne

C₂₆H₃₂O₃Si

Downstream raw materials:

5-<2-(tert-Butyldiphenylsilyloxy)ethyl>-3-methyl-3-(phenylthio)dihydrofuran-2-one

3-Benzenesulfinyl-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-dihydro-furan-2-one

methyl (E)-9-(tert-butyldiphenylsilyloxy)-3-hydroxynon-6-enoate

(Z)-5-[(tert-butyldiphenylsilyloxy)propylidene]-5,6-dihydropyran-2-one

Refernces

• 1、 -. "DI-FLUORO AZEPANES AS HBV CAPSID ASSEMBLY MODULATORS". Page/Page column 109-110. . Retrieved 2020/12/11.
• 2、 Andersen, Claire,Ferey, Vincent,Daumas, Marc,Bernardelli, Patrick,Guérinot, Amandine,Cossy, Janine. "Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling". . p. 2285 - 2289. Retrieved 2019/03/29.