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692786

(S,S)-DACH-naphthyl Trost Ligand

Name: (<I>S</I>,<I>S</I>)-DACH-naphthyl Trost Ligand
Brand: ALDRICH

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

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Properties

Quality Level

100

assay

95%

form

solid

optical activity

[α]20/D -66.0°, c = 1 in methanol

mp

232-237 °C

functional group

amide, phosphine

SMILES string

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

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

InChI key

VXFKMKXTPXVEMU-ZYBCLOSLSA-N

Description

Application

Asymmetric allylic alkylation ligand.

Trost Ligands for Asymmetric Allylic Alkylation

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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Articles

Trost Ligands for Allylic Alkylation

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

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)