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ALD00456

Sodium N-benzyloxycarbonyl-4-piperidinesulfinate

Name: Sodium <I>N</I>-benzyloxycarbonyl-4-piperidinesulfinate
Brand: ALDRICH

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₆NNaO₄S

Molecular Weight:

305.33

UNSPSC Code:

12352005

PubChem Substance ID:

329772685

NACRES:

NA.22

Form:

powder

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Properties

form

powder

reaction suitability

reaction type: C-C Bond Formation, reaction type: C-H Activation, reagent type: catalyst

SMILES string

O=S(O[Na])C1CCN(C(OCC2=CC=CC=C2)=O)CC1

InChI

1S/C13H17NO4S.Na/c15-13(18-10-11-4-2-1-3-5-11)14-8-6-12(7-9-14)19(16)17;/h1-5,12H,6-10H2,(H,16,17);/q;+1/p-1

InChI key

LCXWFQBBQAGBHZ-UHFFFAOYSA-M

Description

General description

Sodium N-benzyloxycarbonyl-4-piperidinesulfinate is a sulfinate reagent bearing an N-substituted piperidine moiety.

Application

The following Baran Sulfinate is a part of a toolbox of diversification reagents, which are ideal for the late-stage functionalization of nitrogen-containing heterocycles. The regioselectivity can be effectively tuned by modification of the pH and solvent selection.

Other Notes

Radical-Based Regioselective C–H Functionalization of Electron-Deficient Heteroarenes: Scope, Tunability, and Predictability

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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