(11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine

ALDRICH/685569

Synonym: MonoPhos Ligand

CAS Number: 389130-06-7
Empirical Formula (Hill Notation): C₂₂H₂₆NO₂P
Molecular Weight: 367.42
MDL Number: MFCD04117692
Linear Formula: C₂₂H₂₆NO₂P
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-685569-100MG	100 mg	$139.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

form	solid
InChI	1S/C22H26NO2P/c1-23(2)26-24-19-13-11-15-7-3-5-9-17(15)21(19)22-18-10-6-4-8-16(18)12-14-20(22)25-26/h11-14H,3-10H2,1-2H3
InChI key	OIZQADYWBXZQKE-UHFFFAOYSA-N
mp	86-94 °C
optical activity	[α]22/D 282.0°, c = 1 in chloroform
SMILES string	CN(C)P1Oc2ccc3CCCCc3c2-c4c(O1)ccc5CCCCc45

Application:	(11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine is a monodentate phosphoramidite (MonoPhos) chiral ligand that can be used: • In the Cu-catalyzed synthesis of chiral 3-(arylbut-1-yn-1-yl)silane derivatives by reacting N-tosylhydrazones with silyl-substituted alkynes via asymmetric insertion. • In the Rh-catalyzed asymmetric hydrogenation of R-isopropylcinnamic acid derivative, a key intermediate of renin inhibitor aliskiren. • In the Rh-catalyzed conjugate addition of arylboronic acids to lactones, enones, and nitroalkenes.
Application:	DSM MonoPhos Family of Highly Efficient Privileged Ligands
Legal Information:	Sold under license from DSM for research purposes only.
Packaging:	100 mg in clear glass bottle
Packaging:	500 mg in amber glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

mp	86-94 °C
UNSPSC	12352005

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