Skip to Content
Merck
All Photos(1)

Key Documents

728357

Sigma-Aldrich

N-[(1R,2R)-2-(1-Piperidinyl)cyclohexyl]-N′-[4-(trifluoromethyl)phenyl]squaramide

95%

Synonym(s):

3-{[(1R,2R)-2-(1-Piperidinyl)cyclohexyl]amino}-4-{[4-(trifluoromethyl)phenyl]amino}-3-cyclobutene-1,2-dione, Rawal Squaramide Organocatalyst

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C22H26F3N3O2
CAS Number:
Molecular Weight:
421.46
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

≥94.5% (HPLC)
95%

form

powder

optical activity

[α]/D -42.0±2.0°, c = 1 in DMSO

impurities

≤2.0% pyridine

SMILES string

FC(F)(F)c1ccc(NC2=C(N[C@@H]3CCCC[C@H]3N4CCCCC4)C(=O)C2=O)cc1

InChI

1S/C22H26F3N3O2/c23-22(24,25)14-8-10-15(11-9-14)26-18-19(21(30)20(18)29)27-16-6-2-3-7-17(16)28-12-4-1-5-13-28/h8-11,16-17,26-27H,1-7,12-13H2/t16-,17-/m1/s1

InChI key

JRSCPJJNZMRAQS-IAGOWNOFSA-N

Application

Catalyst for enantioselective Michael addition.
It can act as a catalyst for the asymmetric tandem aza-Michael addition-protonation between 1-nitro cyclohexene and 4-methoxyaniline to form the corresponding α-arylamino-β-nitro cyclohexane in a 35:65 trans/cis mixture.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Stereoselective aza-Michael addition of anilines to 1-nitro cyclohexene by intramolecular protonation.
Ghisu L, et al.
Tetrahedron Letters, 56(46), 6409-6412 (2015)
Squaramide-catalyzed enantioselective Michael addition of diphenyl phosphite to nitroalkenes.
Ye Zhu et al.
Angewandte Chemie (International ed. in English), 49(1), 153-156 (2009-12-02)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service