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Merck
CN

692786

(S,S)-DACH-naphthyl Trost Ligand

95%

Synonym(s):

(1S,2S)-(–)-1,2-Diaminocyclohexane-N,N′-bis(2-diphenylphosphino-1-naphthoyl)

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About This Item

Empirical Formula (Hill Notation):
C52H44N2O2P2
CAS Number:
205495-66-5
Molecular Weight:
790.87
NACRES:
NA.22
PubChem Substance ID:
329761527
UNSPSC Code:
12352005
MDL number:
MFCD02684552

Key Documents

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InChI

1S/C52H44N2O2P2/c55-51(49-43-29-15-13-19-37(43)33-35-47(49)57(39-21-5-1-6-22-39)40-23-7-2-8-24-40)53-45-31-17-18-32-46(45)54-52(56)50-44-30-16-14-20-38(44)34-36-48(50)58(41-25-9-3-10-26-41)42-27-11-4-12-28-42/h1-16,19-30,33-36,45-46H,17-18,31-32H2,(H,53,55)(H,54,56)/t45-,46-/m0/s1

SMILES string

O=C(N[C@H]1CCCC[C@@H]1NC(=O)c2c(ccc3ccccc23)P(c4ccccc4)c5ccccc5)c6c(ccc7ccccc67)P(c8ccccc8)c9ccccc9

InChI key

VXFKMKXTPXVEMU-ZYBCLOSLSA-N

assay

95%

form

solid

optical activity

[α]20/D -66.0°, c = 1 in methanol

mp

232-237 °C

functional group

amide, phosphine

Quality Level

100

Related Categories

Application

Trost Ligands for Asymmetric Allylic Alkylation
Asymmetric allylic alkylation ligand.

Legal Information

Sold in collaboration with Dr. Reddy′s Laboratories for research purposes only.

Storage Class

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
MKCT8915
MKCP9857
MKCK6826
MKCF0976
MKCC9999

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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.

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