526304
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
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form
macroporous
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:
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Ley, S.V.
J. Chem. Soc., Perkin Trans., 2239-2239 (1998)
In situ oxidation- imine formation- reduction routes from alcohols to amines
Blackburn L and Taylor RJK
Organic Letters, 3(11), 1637-1639 (2001)
Small-Scale One-Pot Reductive Alkylation of Unprotected Aminocyclitols with Supported Reagents
Sisa M, et al.
Synthesis, 2008(19), 3167-3170 (2008)
Hutchins, R.O. et al.
Journal of the Chemical Society. Chemical Communications, 1088-1088 (1978)
Synthesis of the alkaloids (?)-oxomaritidine and (?)-epimaritidine using an orchestrated multi-step sequence of polymer supported reagents
Ley S, et al.
Journal of the Chemical Society. Perkin Transactions 1, 3(10), 1251-1252 (1999)
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