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697591

Sigma-Aldrich

(R,R)-ANDEN-Phenyl Trost Ligand

technical grade

Synonym(s):

(+)-(11R,12R)Bis[2′-(diphenylphosphino)benzamido]-9,10-dihydro-9,10-ethanoanthracene, (11R,12R)-N,N′-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)]benzamide

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About This Item

Empirical Formula (Hill Notation):
C54H42N2O2P2
CAS Number:
Molecular Weight:
812.87
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:

grade

technical grade

form

solid

optical activity

[α]22/D -100°, c = 1 in chloroform

mp

125-130 °C

SMILES string

O=C(N[C@H]1[C@H](NC(=O)c2ccccc2P(c3ccccc3)c4ccccc4)[C@H]5c6ccccc6[C@@H]1c7ccccc57)c8ccccc8P(c9ccccc9)c%10ccccc%10

InChI

1S/C54H42N2O2P2/c57-53(45-33-17-19-35-47(45)59(37-21-5-1-6-22-37)38-23-7-2-8-24-38)55-51-49-41-29-13-15-31-43(41)50(44-32-16-14-30-42(44)49)52(51)56-54(58)46-34-18-20-36-48(46)60(39-25-9-3-10-26-39)40-27-11-4-12-28-40/h1-36,49-52H,(H,55,57)(H,56,58)/t49-,50+,51-,52-/m1/s1

InChI key

BEKZNCOFLFMFHP-HRHVFIINSA-N

Application

Catalyst involved in asymmetric allylic alkylations
Asymmetric allylic alkylation ligand.

Legal Information

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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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)

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