Skip to Content
Merck
CN
All Photos(2)

Key Documents

View All Documentation

Safety Information

692751

Sigma-Aldrich

(R,R)-DACH-pyridyl Trost ligand

95%

Synonym(s):

(–)-N,N′-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C18H20N4O2
CAS Number:
218290-24-5
Molecular Weight:
324.38
MDL number:
MFCD02684543
UNSPSC Code:
12352005
PubChem Substance ID:
329761525
NACRES:
NA.22

Assay

95%

form

solid

optical activity

[α]20/D -97.0°, c = 1 in methanol

mp

171-176 °C

functional group

amide

SMILES string

O=C(N[C@@H]1CCCC[C@H]1NC(=O)c2ccccn2)c3ccccn3

InChI

1S/C18H20N4O2/c23-17(15-9-3-5-11-19-15)21-13-7-1-2-8-14(13)22-18(24)16-10-4-6-12-20-16/h3-6,9-14H,1-2,7-8H2,(H,21,23)(H,22,24)/t13-,14-/m1/s1

InChI key

BVYFDUZVVBXFBQ-ZIAGYGMSSA-N

Application

Trost Ligands for Asymmetric Allylic Alkylation
Asymmetric allylic alkylation ligand.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCR3727
MKCR5600
MKCF6443
MKCC6972
MKBQ2977V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Trost, B.M. et al.
Aldrichimica Acta, 40, 59-59 (2007)
Asymmetric transition-metal-catalyzed allylic alkylations: applications in total synthesis.
Barry M Trost et al.
Chemical reviews, 103(8), 2921-2944 (2003-08-14)
Asymmetric Transition Metal-Catalyzed Allylic Alkylations.
Barry M. Trost et al.
Chemical reviews, 96(1), 395-422 (1996-02-01)
Trost, B.M. et al.
Journal of the American Chemical Society, 124, 11616-11616 (2004)

Articles

Trost Ligands for Allylic Alkylation

Trost group pioneers C-2 symmetric ligands for rapid chiral product synthesis in asymmetric catalytic reactions.

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