(S)-1-(Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)piperidine

CAS

284472-79-3

Catalog Number

ACM284472793

Category

Other Products

Molecular Weight

399.43g/mol

Molecular Formula

C25H22NO2P;

MSDS COA Spec Sheet

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Specification

Synonyms

879083-09-7; AJ-108734; SC11376; (S)-(+)-4-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-piperidine; (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a; SCHEMBL15422481; (R)-1-(DINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-YL)PIPERIDINE; 2,2'-[(Piperidinophosphinediyl)dioxy]-1,1'-binaphthalene; 636559-55-2; ZINC43681909;

IUPAC Name

1-(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-yl)piperidine;

Canonical SMILES

C1CCN(CC1)P2OC3=C(C4=CC=CC=C4C=C3)C5=C(O2)C=CC6=CC=CC=C65;

InChI

InChI=1S/C25H22NO2P/c1-6-16-26(17-7-1)29-27-22-14-12-18-8-2-4-10-20(18)24(22)25-21-11-5-3-9-19(21)13-15-23(25)28-29/h2-5,8-15H,1,6-7,16-17H2;

InChI Key

ZYDGLCZCEANEHK-UHFFFAOYSA-N;

Application

Ligand used in the enantioselective rhodium catalyzed low pressure high activity hydrogenation of α-dehydroaminoesters, enamides, and dimethylitaconate.

Ligand used in asymmetric hydrogenation of 2-substituted N-protected indoles using Rhodium-based catalysts.

Complexity

527

Covalently-Bonded Unit Count

Exact Mass

399.139g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

399.139g/mol

Rotatable Bond Count

Topological Polar Surface Area

29.5A^2