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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:
329757864
NACRES:
NA.22

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:
  • 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

JAN Code

526304-BULK:
526304-100G:
526304-VAR:
526304-5G:
526304-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0294
MKCQ0636
MKCL7113
MKCK4240
MKCG5781

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Ley, S.V.
J. Chem. Soc., Perkin Trans., 2239-2239 (1998)
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)
Habermann, J.
J. Chem. Soc., Perkin Trans., 3127-3127 (1998)
Hutchins, R.O. et al.
Journal of the Chemical Society. Chemical Communications, 1088-1088 (1978)
In situ oxidation- imine formation- reduction routes from alcohols to amines
Blackburn L and Taylor RJK
Organic Letters, 3(11), 1637-1639 (2001)
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