5-((tert-Butyldimethylsilyl)oxy)pentanal

Base Information

• Chemical Name: 5-((tert-Butyldimethylsilyl)oxy)pentanal
• CAS No.: 87184-80-3
• Molecular Formula: C11H24O2Si
• Molecular Weight: 216.396
• European Community (EC) Number: 864-391-7
• DSSTox Substance ID: DTXSID70450917
• Nikkaji Number: J254.093B
• Wikidata: Q82270756
• Mol file: 87184-80-3.mol

Synonyms:5-((tert-Butyldimethylsilyl)oxy)pentanal;87184-80-3;5-[tert-butyl(dimethyl)silyl]oxypentanal;5-(tert-butyldimethylsilyloxy)pentanal;5-[(TERT-BUTYLDIMETHYLSILYL)OXY]PENTANAL;SCHEMBL201004;DTXSID70450917;YTNNMAIKEURUTO-UHFFFAOYSA-N;5-(t-Butyldimethylsilyloxy)pentanal;MFCD09831902;AKOS016006735;MS-21718;5-(tert-butyl-dimethyl-silanyloxy)-pentanal;F31177;5-[(1,1-dimethylethyl)dimethylsilyloxy]pentanal;EN300-7381970

Chemical Property of 5-((tert-Butyldimethylsilyl)oxy)pentanal

Chemical Property:

• PSA: 26.30000
• LogP: 3.37740
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 216.154556538
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

97% ^*data from raw suppliers

5-((tert-Butyldimethylsilyl)oxy)pentanal 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)OCCCCC=O

Technology Process of 5-((tert-Butyldimethylsilyl)oxy)pentanal

There total 2 articles about 5-((tert-Butyldimethylsilyl)oxy)pentanal 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:

C23H38O5SSi → 2-methyl-5-[(phenylsulfonyl)methyl]furan (50366-74-0) + 5-tert-butyldimethylsilyloxypentanal (87184-80-3)

Guidance literature:

With silica gel; In ethyl acetate; Petroleum ether;

DOI:10.1007/s10593-018-2277-z

Reference yield:

C25H40O6SSi → 2-methyl-5-[(phenylsulfonyl)methyl]furan (50366-74-0) + 5-tert-butyldimethylsilyloxypentanal (87184-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 1 h / 0 - 20 °C

2: silica gel / Petroleum ether; ethyl acetate

With sodium methylate; In methanol; ethyl acetate; Petroleum ether;

DOI:10.1007/s10593-018-2277-z

Reference yield: 96.0%

5-tert-butyldimethylsilyloxypentanal (87184-80-3) + (3R)-3-propionyl-4-benzyloxazolidin-2-one (101711-78-8,131685-53-5) → (R)-4-benzyl-3-((2R,3S)-7-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methylheptanoyl)oxazolidin-2-one

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00381

Downstream raw materials:

8-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methylene-oct-1-en-4-ol

5-tert-butyldimethylsiloxy-1-(2-hydroxy-6-methylphenyl)aminopentane-1-carbonitrile

(5R)-2-(pyran-2'-yl)-5-methylcyclohex-2-enone

N-[7-(tert-butyl-dimethyl-silanyloxy)-hept-2-enoyl]-benzamide

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