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About This Item
Empirical Formula (Hill Notation):
C12H26O4Si
CAS Number:
Molecular Weight:
262.42
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.22
Product Name
TBS-DHG Catalyst, ≥95%
Quality Segment
assay
≥95%
form
powder or crystals
reaction suitability
reagent type: catalyst
greener alternative product characteristics
Catalysis
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Greener Alternative Product
greener alternative category
, Aligned
storage temp.
−20°C
SMILES string
[H]C1([H])C([H])([H])O[C@@](C([H])([H])O[Si](C([H])([H])[H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])([H])[C@](O[H])([H])[C@]1([H])O[H]
InChI
1S/C12H26O4Si/c1-12(2,3)17(4,5)16-8-10-11(14)9(13)6-7-15-10/h9-11,13-14H,6-8H2,1-5H3/t9-,10-,11+/m1/s1
InChI key
KKFGQPZYDWCKRC-MXWKQRLJSA-N
General description
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
Application
6-Tertbutyldimethylsilyl-1,2-dihydroglucal (TBS-DHG) was reported by the Morken Lab to be an effective carbohydrate-derived catalyst for enantioselective diboration of alkenes. Related capabilities were observed with the dihydrorhamnal (DHR) catalyst (901237). TBS-DHG has also been used in ruthenium(0)catalyzed transfer hydrogenation cycloadditions.
Other Notes
- Carbohydrate-Catalyzed Enantioselective Alkene Diboration:Enhanced Reactivity of 1,2-Bonded Diboron Complexes
- Diols, α-Ketols, and Diones as 22π Components in [2+2+2] Cycloadditions of 1,6-Diynes via Ruthenium(0)-Catalyzed Transfer Hydrogenation
- Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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