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901237 Sigma-Aldrich

DHR Catalyst

Green Alternative

≥95%

Synonym: (2S,3R,4S)-2-Methyltetrahydro-2H-pyran-3,4-diol, Dihydrorhamnal

  • CAS Number 89614-50-6

  • Empirical Formula (Hill Notation) C6H12O3

  • Molecular Weight 132.16

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Properties

Related Categories 12 Principles Aligned Products, Carbohydrate Chemistry, Carbohydrate Derivatives, Catalysis and Inorganic Chemistry, Chemical Biology,
Quality Level   100
assay   ≥95%
form   powder or crystals
reaction suitability   reagent type: catalyst
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
greener alternative category   Aligned
storage temp.   −20°C
SMILES string   [H]C1([H])C([H])([H])O[C@](C([H])([H])[H])([H])[C@@](O[H])([H])[C@@]1([H])O[H]

Description

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

Dihydrorhamnal (DHR) catalyst was reported by the Morken Lab to be an effective carbohydrate-derived catalyst for enantioselective diboration of alkenes. Related capabilities were observed with the 6-tertbutyldimethylsilyl-1,2-dihydroglucal (TBS-DHG) catalyst( 901235 ).

Other Notes

• Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Carbohydrate-Catalyzed Enantioselective Alkene Diboration

Enantioselective diboration of olefins is a valuable strategy for transforming unsaturated hydrocarbons into useful chiral building blocks. Typically, the process is carried out via transition-metal ...
Keywords: Asymmetric synthesis, Building blocks, Solvents

James Morken - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents James Morken - Professor Product Portal
Keywords: Asymmetric synthesis, Catalysis, Cross couplings, Organic synthesis

Peer-Reviewed Papers
15

References

Related Products

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Product #

Description

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901235 TBS-DHG Catalyst, ≥95%
901464 2,2′-Bi-1,3,2-dioxaborinane, ≥95%

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