(S)-2-(tert-Butyldimethylsilyloxy)propanal

Base Information

• Chemical Name: (S)-2-(tert-Butyldimethylsilyloxy)propanal
• CAS No.: 87727-28-4
• Molecular Formula: C9H20O2Si
• Molecular Weight: 188.342
• Hs Code.: 2931900090
• European Community (EC) Number: 853-494-2
• DSSTox Substance ID: DTXSID70449609
• Nikkaji Number: J427.295A
• Wikidata: Q82269133
• Mol file: 87727-28-4.mol

Synonyms:87727-28-4;(S)-2-(tert-Butyldimethylsilyloxy)propanal;Propanal, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (2S)-;(2S)-2-[tert-butyl(dimethyl)silyl]oxypropanal;(S)-2-(tert-Butyl-dimethyl-silanyloxy)-propionaldehyde;(S)-2-((Tert-Butyldimethylsilyl)Oxy)Propanal;SCHEMBL1085725;DTXSID70449609;YMIIHJBTQLZXBV-QMMMGPOBSA-N;Propanal,2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-,(2S)-;MFCD11501227;(S)-2-(tert-Butyldimethylsiloxy)propanal;(S)-2-(tert-butyldimethylsilyloxy) propanal;CS-0498938;EN300-4299848;(2S)-2-(TERT-BUTYLDIMETHYLSILYLOXY)PROPANAL;(S)-2-(tert-Butyldimethylsilanyloxy)propionaldehyde;(2S)-2-[(TERT-BUTYLDIMETHYLSILYL)OXY]PROPANAL

Chemical Property of (S)-2-(tert-Butyldimethylsilyloxy)propanal

Chemical Property:

• Boiling Point: 67-68 °C(Press: 14 Torr)
• PSA: 26.30000
• Density: 0.868±0.06 g/cm3(Predicted)
• LogP: 2.59560
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.123256411
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99%, ^*data from raw suppliers

(S)-2-(tert-Butyldimethylsilyloxy)propanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=O)O[Si](C)(C)C(C)(C)C
• Isomeric SMILES: C[C@@H](C=O)O[Si](C)(C)C(C)(C)C

Technology Process of (S)-2-(tert-Butyldimethylsilyloxy)propanal

There total 29 articles about (S)-2-(tert-Butyldimethylsilyloxy)propanal 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: 99.0%

ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate (105198-38-7,106513-42-2) → (S)-2-tert-butyl-dimethyl-silanyloxy propanal (87727-28-4)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 ℃; for 4h;

DOI:10.1016/j.tet.2019.04.067

Reference yield: 95.0%

(R)-2-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester (171230-81-2) → (2R)-2-(tert-butyldimethylsilyloxy)propanal (74262-56-9,87727-28-4,104501-60-2,111819-71-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;

Reference yield: 92.0%

methyl (S)-2-(tert-butyldimethylsiloxy)propanoate (87681-24-1) → (S)-2-tert-butyl-dimethyl-silanyloxy propanal (87727-28-4)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -78 ℃;

DOI:10.1021/jo00174a006

upstream raw materials:

ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate

methyl (S)-2-(tert-butyldimethylsiloxy)propanoate

(2S)-2-[tert-butyl(dimethyl)silyl]oxypropan-1-ol

tert-butyldimethylsilyl chloride

Downstream raw materials:

tert-Butyl-dimethyl-[(E)-(S)-1-methyl-3-methylsulfanyl-3-(toluene-4-sulfonyl)-allyloxy]-silane

[Bis-(4-methoxy-phenyl)-methyl]-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-amine

Benzyl-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-prop-(E)-ylidene]-amine

(+)-(2S,3S,S_S)-(4E)-2-[(tert-butyldimethylsilyl)oxy]-6-methyl-4-(p-tolylsulfinyl)hept-4-en-3-ol