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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:
138517-61-0
Molecular Weight:
690.75
MDL number:
MFCD01631273
UNSPSC Code:
12352002
PubChem Substance ID:
329761529
NACRES:
NA.22

Quality Level

100

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

Related Categories

Application

Trost Ligands for Asymmetric Allylic Alkylation
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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Certificates of Analysis (COA)

Lot/Batch Number
MKCT5888
MKCQ7999
MKCH0005
MKCF3401
MKBZ9462V

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Trost, B.M. et al.
Journal of the American Chemical Society, 124, 11616-11616 (2004)
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.
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 Ligands for Allylic Alkylation

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

Trost Ligands for Allylic Alkylation

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

Trost Ligands for Allylic Alkylation

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

Trost Ligands for Allylic Alkylation

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

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