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72575

Sigma-Aldrich

(R)-(+)-2-[2-(Diphenylphosphino)phenyl]-4-isopropyl-2-oxazoline

≥97.0% (CHN)

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Synonym(s):
(R)-(+)-2-[2-(Diphenylphosphino)phenyl]-4,5-dihydro-4-isopropyl-oxazole
Empirical Formula (Hill Notation):
C24H24NOP
CAS Number:
Molecular Weight:
373.43
Beilstein:
8156604
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (CHN)

form

powder

optical activity

[α]20/D +48±3°, c = 1.4% in chloroform

mp

85-90 °C

SMILES string

CC(C)[C@@H]1COC(=N1)c2ccccc2P(c3ccccc3)c4ccccc4

InChI

1S/C24H24NOP/c1-18(2)22-17-26-24(25-22)21-15-9-10-16-23(21)27(19-11-5-3-6-12-19)20-13-7-4-8-14-20/h3-16,18,22H,17H2,1-2H3/t22-/m0/s1

InChI key

OUQSAXROROGQEE-QFIPXVFZSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Asymmetric alkylation with an iridium catalyst; Chiral ligand for asymmetric reduction reaction

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J.P. Janssen, G. Helmchen
Tetrahedron Letters, 38, 8025 -8025 (1997)
A. Lightfoot et al.
Angewandte Chemie (International Edition in English), 110, 3047-3047 (1998)

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Andreas Pfaltz has a longstanding interest in the design of chiral ligands for asymmetric catalysis. The semicorrins developed in his group served as the prototype for an important family of nitrogen ligands, the bisoxazolines, which have found widespread use in catalytic asymmetric synthesis.

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