Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)oxy]-

Base Information

• Chemical Name: Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)oxy]-
• CAS No.: 74915-94-9
• Molecular Formula: C11H24OSi
• Molecular Weight: 200.396
• DSSTox Substance ID: DTXSID20449639
• Nikkaji Number: J1.763.454B
• Wikidata: Q82269163
• Mol file: 74915-94-9.mol

Synonyms:74915-94-9;Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)oxy]-;SCHEMBL4714377;DTXSID20449639;URMSJBDSCVYIKA-UHFFFAOYSA-N;3-Methyl-3-buten-1-ol, TBDMS derivative;2-Methyl-4-(tert-butyldimethylsiloxy)-1-butene;3-Methyl-3-buten-1-ol, tert-butyldimethylsilyl ether;tert-Butyl(dimethyl)[(3-methylbut-3-en-1-yl)oxy]silane #

Chemical Property of Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)oxy]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 200.159641919
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCO[Si](C)(C)C(C)(C)C

Technology Process of Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)oxy]-

There total 1 articles about Silane, (1,1-dimethylethyl)dimethyl[(3-methyl-3-butenyl)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:

9-ethynyl-β-ionol benzoate (74723-00-5) + C17H32CuO2Si(1-)*Li(1+) → 1-(tert-butyldimethylsiloxy)-3-methyl-3-butene (74915-94-9) + 10,14-retro-retinyl tert-butyldimethylsilyl ether (74722-99-9) + 2,2,5-trimethyl-5-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-3,4,6(E)-heptatriene (84303-95-7)

Guidance literature:

In diethyl ether; pentane; -78 deg C, 5 h, then -> RT, 0.5 h;

DOI:10.1021/ja00344a034

Reference yield: 83.0%

2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid + 1-(tert-butyldimethylsiloxy)-3-methyl-3-butene (74915-94-9) → benzyl (4-((tert-butyldimethylsilyl)oxy)-2-methylbutyl)carbamate

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; water; sodium carbonate; thiophenol; In dichloromethane; at 25 ℃; for 16h; Inert atmosphere; Irradiation; Schlenk technique; Sealed tube;

DOI:10.1002/chem.201901566

Reference yield: 82.0%

2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid + 1-(tert-butyldimethylsiloxy)-3-methyl-3-butene (74915-94-9) + methyl vinyl ketone (78-94-4,25038-87-3) → benzyl (2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-2-methyl-5-oxohexyl)carbamate

Guidance literature:

2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid; With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; caesium carbonate; In dichloromethane; at 25 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

1-(tert-butyldimethylsiloxy)-3-methyl-3-butene; methyl vinyl ketone; With water; In dichloromethane; at 25 ℃; for 24h; chemoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201910926

upstream raw materials:

9-ethynyl-β-ionol benzoate

Downstream raw materials:

(1α,2β,3β,4β,4aα,8α,8aβ)-(+/-)-2,3-epoxydecahydro-4-acetyloxy-1-<3-<5-methyl-5-<<(1,1-dimethylethyl)dimethylsilyl>ethoxy>>-4,5-dihydroisoxazolyl>-8-(4-methoxybenzyloxy)-2,5,5,8a-tetramethyl-1-naphthalenol

2-methyl-1-buten-4-ol

isopentenyl tosylate

3-Methyl-5-phenyl-pent-4-yn-1-ol