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72575

Sigma-Aldrich

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

≥97.0% (CHN)

Synonym(s):

(R)-(+)-2-[2-(Diphenylphosphino)phenyl]-4,5-dihydro-4-isopropyl-oxazole

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About This Item

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

72575-100MG-F:
72575-500MG-F:
72575-VAR-F:
72575-BULK-F:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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