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526304

Sigma-Aldrich

Cyanoborohydride, polymer supported

macroporous, 20-50 mesh, extent of labeling: ~2.0-3.5 mmol/g loading

Synonym(s):

Cyanoborohydride on Amberlite IRA-400

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About This Item

UNSPSC Code:
12352117
PubChem Substance ID:
NACRES:
NA.22

form

macroporous

Quality Level

reaction suitability

reaction type: solution phase peptide synthesis
reactivity: imine reactive

extent of labeling

~2.0-3.5 mmol/g loading

particle size

20-50 mesh

mp

>300 °C (lit.)

storage temp.

2-8°C

General description

Cyanoborohydride, polymer supported: is a polymer-supported reducing agent used in reductive amination reactions at room temperature.

Application

Polymer supported cyanoborohydride (PSCBH) has been used in the reductive alkylation aminocyclitols for the preparation of corresponding secondary amines.
It can also be used:
  • In combination with manganese dioxide (MnO2) for one-pot conversion of alcohols to secondary or tertiary amines.
  • In the synthesis of natural products, (±)-oxomaritidine and (±)-epimaritidine.

Legal Information

Amberlite is a trademark of DuPont de Nemours, Inc.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ley, S.V.
J. Chem. Soc., Perkin Trans., 2239-2239 (1998)
Small-Scale One-Pot Reductive Alkylation of Unprotected Aminocyclitols with Supported Reagents
Sisa M, et al.
Synthesis, 2008(19), 3167-3170 (2008)
In situ oxidation- imine formation- reduction routes from alcohols to amines
Blackburn L and Taylor RJK
Organic Letters, 3(11), 1637-1639 (2001)
Hutchins, R.O. et al.
Journal of the Chemical Society. Chemical Communications, 1088-1088 (1978)
Habermann, J.
J. Chem. Soc., Perkin Trans., 3127-3127 (1998)

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