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719641

Sigma-Aldrich

(4S)-2-[2-(Diphenylphosphino)phenyl]-4,5-dihydro-5,5-dimethyl-4-(1-methylethyl)-Oxazol

97%

Synonym(e):

(S)-2-(2-(Diphenylphosphino)-phenyl)-4-isopropyl-5,5-dimethyl-4,5-dihydrooxazol, (S)-5,5-(Dimethyl)-i-Pr-PHOX

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About This Item

Empirische Formel (Hill-System):
C26H28NOP
CAS-Nummer:
1152313-76-2
Molekulargewicht:
401.48
MDL-Nummer:
MFCD16621462
UNSPSC-Code:
12352005
PubChem Substanz-ID:
329763666
NACRES:
NA.22

Assay

97%

Form

solid

mp (Schmelzpunkt)

124-128 °C

SMILES String

CC(C)[C@@H]1N=C(OC1(C)C)c2ccccc2P(c3ccccc3)c4ccccc4

InChI

1S/C26H28NOP/c1-19(2)24-26(3,4)28-25(27-24)22-17-11-12-18-23(22)29(20-13-7-5-8-14-20)21-15-9-6-10-16-21/h5-19,24H,1-4H3/t24-/m0/s1

InChIKey

JGUZEKBWCGNHHN-DEOSSOPVSA-N

Verwandte Kategorien

Anwendung

Use of 5,5-(Dimethyl)-i-Pr-PHOX as a Practical Equivalent to t-Bu-PHOX in Asymmetric Catalysis

Design, Synthesis, and Applications of Potential Substitutes of t-Bu-Phosphinooxazoline in Pd-Catalyzed Asymmetric Transformations and Their Use for the Improvement of the Enantioselectivity in the Pd-Catalyzed Allylation Reaction of Fluorinated Allyl Enol Carbonates
(S)-5,5-(Dimethyl)-i-Pr-PHOX is a phosphinooxazoline ligand (PHOX), belongs to the class of non-C2 symmetric chiral ligand.
It can be used in:
  • The enantioselective Pd-catalyzed allylation reactions.
  • The synthesis of (R)-2-phenyl-2,5-dihydrofuran by the enantioselective Heck reaction between 2,3-dihydrofuran and phenyl triflate.
  • The allylation reaction of fluorinated allyl enol carbonates and fluorinated silyl enol ethers to prepare allylated tert α-fluoroketones.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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(R)-1-[(SP)-2-(Dicyclohexylphosphino)-ferrocenyl]-ethyl­di-tert.-butylphosphin ≥97%

Sigma-Aldrich

88733

(R)-1-[(SP)-2-(Dicyclohexylphosphino)-ferrocenyl]-ethyl­di-tert.-butylphosphin

Use of 5, 5-(Dimethyl)-i-Pr-PHOX as a practical equivalent to t-Bu-PHOX in asymmetric catalysis
Belanger E, et al.
Organic Letters, 11(10), 2201-2204 (2009)
Design, Synthesis, and Applications of Potential Substitutes of t-Bu-Phosphinooxazoline in Pd-Catalyzed Asymmetric Transformations and Their Use for the Improvement of the Enantioselectivity in the Pd-Catalyzed Allylation Reaction of Fluorinated Allyl Enol Carbonates
Belanger E, et al.
The Journal of Organic Chemistry, 77(1), 317-331 (2012)

Verwandter Inhalt

Pfaltz Group – Professor Product Portal

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.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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