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526134

Sigma-Aldrich

tert-Butyldimethylsilyl glycidyl ether

98%

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10 G
$387.00

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$387.00

About This Item

Empirical Formula (Hill Notation):
C9H20O2Si
CAS Number:
78906-15-7
Molecular Weight:
188.34
MDL number:
MFCD02683555
UNSPSC Code:
12352100
PubChem Substance ID:
24874536
NACRES:
NA.22

$387.00

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assay

98%

refractive index

n20/D 1.531 (lit.)

bp

195-197 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

CC(C)(C)[Si](C)(C)OCC1CO1

InChI

1S/C9H20O2Si/c1-9(2,3)12(4,5)11-7-8-6-10-8/h8H,6-7H2,1-5H3

InChI key

YANSSVVGZPNSKD-UHFFFAOYSA-N

Related Categories

General description

tert-Butyldimethylsilyl glycidyl ether [tert-butyl-dimethyl-(oxiran-2-ylmethoxy)silane] can be synthesized from glycidol, via hydrolytic kinetic resolution (HKR) in the presence of R-(salen)Co complex and water.[1]

Application

tert-Butyldimethylsilyl glycidyl ether may be used to synthesize (R/S)-1-benzylamino-3-(tert-butyldimethylsilyloxy)propan-2-ol and (2R/2S)-1-(tert-butyldimethylsilyloxy)-3-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl]amino}propan-2-ol.[2]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000256500
0000256500
0000208058
0000166101
0000208058

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Synthesis of Glycidol-and Sugar-Derived Bicyclic ?-and ?/d-Amino Acids for Peptidomimetic Design.
Danieli E, et al.
European Journal of Organic Chemistry, 2005(20), 4372-4381 (2005)
Practical access to highly enantioenriched C-3 building blocks via hydrolytic kinetic resolution.
Furrow ME, et al.
The Journal of Organic Chemistry, 63(20), 6776-6777 (1998)

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