Ethyl isonipecotate, 98%, Thermo Scientific Chemicals

CAS: 1126-09-6 | C8H15NO2 | 157.21 g/mol

Catalog Number	Quantity
ALFB20601.22	100 g

Catalog number ALFB20601.22

View Price:

Quantity:

100 g

Request bulk or custom format

Chemical Identifiers

CAS40733-28-6

IUPAC Name1-[(2R,4S,5R)-5-{[(tert-butyldimethylsilyl)oxy]methyl}-4-hydroxyoxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Molecular FormulaC16H28N2O5Si

InChI KeyIJWIJLIIOKZJMS-YNEHKIRRSA-N

SMILESCC1=CN([C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)C(=O)NC1=O

Specifications

FormPowder

Assay from Supplier's CofA≥97.0%

CommentIdentification by NMR: Conforms

Appearance (Color)White to off-white

Loss on Drying≤1.0%

It is used as a reactant for synthesis of SMN protein modulators, β-aryl and β-amino-substituted aliphatic esters by rhodium catalyzed tandem double bond migration/conjugate addition, nitroethylenediamines by nucleophilic ring opening of nitroimidazolidinone. It is also involved in the reactions of RhoA inhibitors for cardiovascular disease therapy and saccharin derived Mannich bases as antimicrobials and antioxidants. It is employed as a reactant for one-pot reductive amination and Suzuki-Miyaura cross coupling of formyl aryl and heteroaryl MIDA boronates.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Solubility
Fully miscible with water.

Notes
Store at room temperature. Incompatible with strong oxidizing agents.

RUO – Research Use Only

General References:

Samantha J. Barry.; Richard M. Carr.; Stephen J. Lane.; William J. Leavens.; Soraya Monté.; Ian Waterhouse. Derivatisation for liquid chromatography/electrospray mass spectrometry: synthesis of pyridinium compounds and their amine and carboxylic acid derivatives.rapid communications in mass spectroscopy. 2003 , 17 (6),603-620 .
Stephen A. Kolodziej.; Susan L. Hockerman.; Gary A. DeCrescenzo.; Joseph J. McDonald.; Debbie A. Mischke.; Grace E. Munie.; Theresa R. Fletcher.; Nathan Stehle.; Craig Swearingen.; Daniel P. Becker. MMP-13 selective isonipecotamide α-sulfone hydroxamates.Bioorg. Med. Chem. Lett. 2010, 20 (12),3561-3564 .