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692794

Sigma-Aldrich

(S,S)-DACH-phenyl Trost ligand

95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C44H40N2O2P2
CAS Number:
169689-05-8
Molecular Weight:
690.75
MDL number:
MFCD01631274
UNSPSC Code:
12352002
PubChem Substance ID:
329761528
NACRES:
NA.06

Assay

95%

form

solid

optical activity

[α]20/D -134°, c = 1 in methanol

mp

136-142 °C

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-/m0/s1

InChI key

AXMSEDAJMGFTLR-ZAQUEYBZSA-N

Related Categories

Application

Trost Ligands for Asymmetric Allylic Alkylation
Asymmetric allylic alkylation ligand.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aldrichimica Acta, 40, 59-59 (2007)
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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