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(tert-Butyldimethylsilyloxy)acetaldehyde

ALDRICH/449458 - 90%

Synonym: (tert-Butyldimethylsiloxy)acetaldehyde; 2-(tert-Butyldimethylsilyloxy)acetaldehyde; 2-[(tert-Butyl)dimethylsiloxy]acetaldehyde; 2-[(tert-Butyldimethylsilanyl)oxy]acetaldehyde; 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetaldehyde; Dimethyl-tert-butylsilyloxyacetaldehyde

CAS Number: 102191-92-4
Empirical Formula (Hill Notation): C8H18O2Si
Molecular Weight: 174.31
MDL Number: MFCD01321229
Linear Formula: (CH3)3CSi(CH3)2OCH2CHO
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-449458-1G 1 g
 $146.00
1/EA		 Add To Favorites
45-449458-5G 5 g
 $400.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 449458-1G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 449458-5G.

 

assay 90%
bp 165-167 °C (lit.)
density 0.915 g/mL at 25 °C (lit.)
functional group aldehyde
InChI 1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
InChI key MEBFFOKESLAUSJ-UHFFFAOYSA-N
Quality Level 200 
refractive index n20/D 1.432 (lit.)
SMILES string CC(C)(C)[Si](C)(C)OCC=O
storage temp. 2-8°C
Application: (tert-Butyldimethylsilyloxy)acetaldehyde is a versatile reagent commonly used in synthetic glycobiology. It can act both as an aldol donor and an aldol acceptor in the stereocontrolled production of erythrose. It is used as an important reagent in the total synthesis of (+)-ambruticin, (−)-laulimalide, (−)-salinosporamide A, and (+)-leucascandrolide A.
Application: Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.
Packaging: 1, 5 g in glass bottle
Purity 90%
bp 165-167 °C (lit.)
Density 0.915 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.432 (lit.)
Storage Temp. 2-8°C
UNSPSC 12352100

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