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518352

Sigma-Aldrich

3,4-Dihydro-2H-pyran-2-methanol, polymer-bound

extent of labeling: ~0.7 mmol/g loading, 1 % cross-linked

Synonym(s):

DHP resin, Ellman′s DHP resin

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About This Item

MDL number:
MFCD01321550
UNSPSC Code:
12352200
PubChem Substance ID:
24874015
NACRES:
NA.22

Quality Level

100

crosslinking

1 % cross-linked

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis
reactivity: alcohol reactive

extent of labeling

~0.7 mmol/g loading

SMILES string

C=Cc1ccccc1.C=Cc2ccc(C=C)cc2.C3CC(COCc4ccccc4)OC=C3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Ellman Group – Professor Product Portal

The Ellman group has participated in the development of a variety of C-H functionalization methods. An electron rich phosphine ligand has proven to be very useful for a variety of Rh(I)-catalyzed C-C bond forming reactions applicable to heterocycle synthesis as exemplified in the recent Science paper “Proton Donor Acidity Controls Selectivity in Nonaromatic Nitrogen Heterocycle Synthesis.” Another useful ligand developed for the highly functional group compatible direct arylation of nitrogen heterocycles is described in a 2008 J. Am. Chem. Soc. paper “Rh(I)-Catalyzed Arylation of Heterocycles via C-H Bond Activation: Expanded Scope through Mechanistic Insight.” The Ellman group also developed the chiral amine reagent tert-Butanesulfinamide, which is extensively used in academics and industry for the asymmetric synthesis of amines. A comprehensive survey of tert-Butanesulfinamide methods and applications up through 2009 is provided in the 2010 Chemical Reviews article, “Synthesis and Applications of tert-Butanesulfinamide.”

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