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(R)-(-)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)dimethylamine

Catalog Number
ACM157488658
Product Name
(R)-(-)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)dimethylamine
Structure
(R)-(-)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)dimethylamine
CAS
157488-65-8
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Synonyms
(R)-(-)-(3,5-DIOXA-4-PHOSPHACYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE; 9699AA; (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a; FT-0701641; 3,4-a']dinaphthalen-4-yl)dimethylamine; A116071; A116070; 4CH-018602; SY226298; AX8210337;
IUPAC Name
N,N-dimethyl-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;
Molecular Weight
359.365g/mol
Molecular Formula
C22H18NO2P;
Canonical SMILES
CN(C)P1OC2=C(C3=CC=CC=C3C=C2)C4=C(O1)C=CC5=CC=CC=C54;
InChI
InChI=1S/C22H18NO2P/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/h3-14H,1-2H3;
InChI Key
QCHAVHXSBZARBO-UHFFFAOYSA-N;
Complexity
461
Covalently-Bonded Unit Count
1
Exact Mass
359.108g/mol
H-Bond Acceptor
3
Heavy Atom Count
26
Monoisotopic Mass
359.108g/mol
Rotatable Bond Count
1
Topological Polar Surface Area
29.5A^2
Application
Ligand used in the enantioselective, rhodium-catalyzed hydrogenation of substituted olefins, such as N-acetyldihydroamino acids, enamides, and unsaturated acids.

Ligand used in the enantioselective, iridium-catalyzed allylic substitution of allyl acetates containing only a single substituent in the 1 or 3 position.

Ligand use in the rhodium-catalyzed, amide directed, asymmetric hydroboration reaction.

Ligand used in asymmetric conjugate addition of aryl boronic acids to dihydronitronaphthalenes.

Ligand used in the rhodium-catalyzed asymmetric intramolecular 1,4 addition.
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