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(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
 $127.00
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form solid
functional group amine
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
Quality Level 100 
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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