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692808

Sigma-Aldrich

(R,R)-DACH-phenyl Trost ligand

95%

Synonym(s):

(1R,2R)-(+)-1,2-Diaminocyclohexane-N,N′-bis(2-diphenylphosphinobenzoyl)

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About This Item

Empirical Formula (Hill Notation):
C44H40N2O2P2
CAS Number:
Molecular Weight:
690.75
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

optical activity

[α]20/D +131°, c = 1 in methanol

mp

136-142 °C

functional group

amide
phosphine

SMILES string

O=C(N[C@@H]1CCCC[C@H]1NC(=O)c2ccccc2P(c3ccccc3)c4ccccc4)c5ccccc5P(c6ccccc6)c7ccccc7

InChI

1S/C44H40N2O2P2/c47-43(37-27-13-17-31-41(37)49(33-19-5-1-6-20-33)34-21-7-2-8-22-34)45-39-29-15-16-30-40(39)46-44(48)38-28-14-18-32-42(38)50(35-23-9-3-10-24-35)36-25-11-4-12-26-36/h1-14,17-28,31-32,39-40H,15-16,29-30H2,(H,45,47)(H,46,48)/t39-,40-/m1/s1

InChI key

AXMSEDAJMGFTLR-XRSDMRJBSA-N

Application

Asymmetirc allylic alkylation ligand.

Legal Information

Sold in collaboration with Dr. Reddy′s Laboratories for research purposes only. US Patent 5739396 applies.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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)
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)

Articles

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

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

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

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

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