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688495
(S)-4-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-2-oxazoline
97%
All Photos(1)
Synonym(s):
(4S)-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole
Empirical Formula (Hill Notation):
C25H26NOP
CAS Number:
Molecular Weight:
387.45
MDL number:
PubChem Substance ID:
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Quality Level
assay
97%
form
solid
optical activity
[α]22/D -57.0°, c = 1 in chloroform
mp
111-116 °C
storage temp.
−20°C
SMILES string
CC(C)(C)[C@@H]1N=C(C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4)OC1
InChI
1S/C25H26NOP/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20/h4-17,23H,18H2,1-3H3/t23-/m1/s1
InChI key
DMOLTNKQLUAXPI-HSZRJFAPSA-N
Related Categories
General description
The product is a phosphinooxazoline (PHOX) ligand introduced by Pfaltz and coworkers. These non-symmetrical modular P,N-ligands are particularly useful in cases where double bond migration leads to undesired products or mixtures of isomers.
Application
(S)-4-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-2-oxazoline can be used as a ligand for enantioselective Heck reaction without any C=C double bond migration byproduct. It can also be used in a rhodium(I)-catalyzed enantioselective desymmetrization reaction of meso-3,5-dimethyl glutaric anhydride, to form substituted syn-deoxypolypropionate fragments in a single transformation.
Packaging
100 mg in clear glass bottle
500 mg in amber glass bottle
Storage Class Code
13 - Non 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
Certificate of Analysis
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Certificate of Origin
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