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(R,R,R)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)bis(1-phenylethyl)amine

Catalog Number
ACM415918911
Product Name
(R,R,R)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)bis(1-phenylethyl)amine
Structure
(R,R,R)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)bis(1-phenylethyl)amine
CAS
415918-91-1
  • Product Overview
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Synonyms
SC11361; (S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)BIS[(1R)-1-PHENYLETHYL]AMINE, DICHLOROMETHANE ADDUCT; (R)-2,2-Binaphthoyl-(S,S)-di(1-phenylethyl)aminoylphosphine; 918D911; (S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A3,4-A']DINAPHTHALEN-4-YL)BIS[(1R)-1-PHENYLETHYL]AMINE, DICHLOROMETHANE ADDUCT; 415918-91-1; (S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A\']DINAPHTHALEN-4-YL)BIS[(1R)-1-PHENYLETHYL]AMINE,DICHLOROMETHANE ADDUCT;
IUPAC Name
N,N-bis[(1R)-1-phenylethyl]-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-amine;dichloromethane;
Molecular Weight
624.542g/mol
Molecular Formula
C37H32Cl2NO2P;
Canonical SMILES
CC(C1=CC=CC=C1)N(C(C)C2=CC=CC=C2)P3OC4=C(C5=CC=CC=C5C=C4)C6=C(O3)C=CC7=CC=CC=C76.C(Cl)Cl;
InChI
InChI=1S/C36H30NO2P.CH2Cl2/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40;2-1-3/h3-26H,1-2H3;1H2/t25-,26-;/m1./s1;
InChI Key
PQTVIIOJNJVQOL-JUJAXGASSA-N;
Complexity
749
Covalently-Bonded Unit Count
2
Defined Atom Stereocenter Count
2
Exact Mass
623.155g/mol
H-Bond Acceptor
3
Heavy Atom Count
43
Monoisotopic Mass
623.155g/mol
Rotatable Bond Count
5
Topological Polar Surface Area
29.5A^2
Application
A ligand for asymmetric conjugate addition of dialkyl zinc reagents to activated olefins.

Ligand used in the iridium-catalyzed, enantioselective addition of nucleophiles to achiral

allylic esters.

Asymmetric hydrogenation.

Ir-catalyzed regio- and enantioselective Friedel-Crafts allylic alkylation of indoles.

Asymmetric hydrovinylation.

Used in 1,3-dipolar cycloaddition reactions of azomethine ylides and alkenes,9a and

Rh-catalyzed [5+2] cycloaddition of alkyne-vinyl-cyclopropanes.9b

Palladium-catalyzed enantioselective de-epimerization in catalytic asymmetric allylic alkylation.

Palladium-catalyzed enantioselective diamination of alkyl dienes.
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