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683248

Sigma-Aldrich

(11bR)-2,6-Bis(diphenylphosphino)-N,N-dimethyldinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin-4-amine

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About This Item

Empirical Formula (Hill Notation):
C46H36NO2P3
CAS Number:
913617-04-6
Molecular Weight:
727.70
MDL number:
MFCD09750461
UNSPSC Code:
12352005
PubChem Substance ID:
24885751
NACRES:
NA.22

form

solid

mp

245-249 °C

functional group

amine
phosphine

storage temp.

2-8°C

SMILES string

CN(C)P1Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)P(c6ccccc6)c7ccccc7)P(c8ccccc8)c9ccccc9

InChI

1S/C46H36NO2P3/c1-47(2)52-48-45-41(50(35-21-7-3-8-22-35)36-23-9-4-10-24-36)31-33-19-15-17-29-39(33)43(45)44-40-30-18-16-20-34(40)32-42(46(44)49-52)51(37-25-11-5-12-26-37)38-27-13-6-14-28-38/h3-32H,1-2H3

InChI key

JVTXDRKUFXCFCF-UHFFFAOYSA-N

Related Categories

Application

DSM MonoPhos Family of Highly Efficient Privileged Ligands
(11bR)-2,6-Bis(diphenylphosphino)-N,N-dimethyldinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin-4-amine is a phosphine-phosphoramidite ligand, which can be used in:
  • The stereoselective preparation of aminoesters via rhodium-catalyzed enantioselective hydrogenation of dehydroaminoesters.
  • The Rh-catalyzed asymmetric hydrogenation of N-(α-arylvinyl) acetamides.

Legal Information

Sold under license from DSM for research purposes only.

Storage Class Code

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
02812CH

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Synthesis of Triphosphorous Bidentate Phosphine-Phosphoramidite Ligands: Application in the Highly Enantioselective Hydrogenation of ortho-Substituted Aryl Enamides
Zhang W and Zhang X
Angewandte Chemie (International ed. in English), 118(33), 5641-5644 (2006)
Highly enantioselective hydrogenation of α-dehydroamino esters and itaconates with triphosphorous bidentate ligands and the unprecedented solvent effect thereof
Zhang W and Zhang X
The Journal of Organic Chemistry, 72(3), 1020-1023 (2007)

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