911208
1-Hydrosilatrane
≥95%
Synonym(s):
Hydrosilatrane, Silatrane
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About This Item
Empirical Formula (Hill Notation):
C6H13NO3Si
CAS Number:
Molecular Weight:
175.26
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.22
Assay:
≥95%
Form:
powder or crystals
assay
≥95%
form
powder or crystals
reaction suitability
reagent type: reductant
mp
249-256 °C
storage temp.
−20°C
InChI
1S/C6H12NO3Si/c1-4-8-11-9-5-2-7(1)3-6-10-11/h1-6H2
InChI key
XBRVPWBNRAPVCC-UHFFFAOYSA-N
Application
1-Hydrosilatrane is an air- and moisture-stable hydride reducing reagent that exhibits high functional group compatibility. The Adler group has used 1-hydrosilatrane for the reduction of ketones and aldehydes as well as the direct reductive amination of ketones under mild conditions.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Articles
As a versatile hydride reagent, 1-hydrosilatrane can be used in reduction reactions to synthesize alcohols, amines, their chiral counterparts, and esters from aldehydes/ketones.
Vladislav Skrypai et al.
The Journal of organic chemistry, 84(9), 5021-5026 (2019-04-12)
The asymmetric direct reductive amination of prochiral ketones with aryl amines using 1-hydrosilatrane with a chiral Brønsted acid catalyst is reported. This is the first known example of chiral Brønsted acid-catalyzed asymmetric reductive amination using a silane as the hydride
1-Hydrosilatrane: A Locomotive for Efficient Ketone Reductions.
Varjosaari E S, et al.
European Journal of Organic Chemistry, 2017(2), 229-232 (2017)
Silatrane as a Practical and Selective Reagent for the Reduction of Aryl Aldehydes to Benzylic Alcohols.
Skrypai V, et al.
European Journal of Organic Chemistry, 2016(12), 2207-2211 (2016)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 911208-1G | 04061841107811 |
| 911208-5G | 04061841107828 |