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697591

Sigma-Aldrich

(R,R)-ANDEN-Phenyl Trost Ligand

technical grade

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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
Empirical Formula (Hill Notation):
C54H42N2O2P2
CAS Number:
152140-65-3
Molecular Weight:
812.87
MDL number:
MFCD12546007
UNSPSC Code:
12352002
PubChem Substance ID:
329761935

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)

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