(S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole

Base Information

• Chemical Name: (S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole
• CAS No.: 148461-14-7
• Molecular Formula: C24H24NOP
• Molecular Weight: 373.434
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID60403391
• Nikkaji Number: J601.286H
• Wikipedia: (S)-iPr-PHOX
• Wikidata: Q4544860
• Mol file: 148461-14-7.mol

Synonyms:148461-14-7;(S)-iPr-PHOX;(S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole;(S)-(-)-2-[2-(Diphenylphosphino)phenyl]-4-isopropyl-2-oxazoline;(4S)-(-)-4,5-DIHYDRO-2-[2'-(DIPHENYLPHOSPHINO)PHENYL]-4-ISOPROPYLOXAZOLE;Oxazole, 2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-4-(1-methylethyl)-, (4S)-;C24H24NOP;SCHEMBL3954455;EX-A7846W;DTXSID60403391;YFA46114;MFCD03427599;AKOS015910446;CS-W011786;(4S)-2-[2-(diphenylphosphanyl)phenyl]-4-(propan-2-yl)-4,5-dihydro-1,3-oxazole;AS-73531;A919483;J-008471;Q4544860;2-[2-(Diphenylphosphino)phenyl]-4beta-isopropyl-2-oxazoline;(-)(4S)-2-[2-(Diphenylphosphino)phenyl]-4-(2-propyl)oxazoline;(-)-(4s)-2-[2-(diphenylphosphino)phenyl]-4-(2-propyl)oxazoline;(S)-2-(2-(diphenylphosphanyl)phenyl)-4-isopropyl-4,5-dihydrooxazole;(S)-(-)-2-[2-(Diphenylphosphino)phenyl]-4-isopropyl-2-oxazoline, >=97.0% (CHN);(S)-(-)-2-[Diphenylphosphino)phenyl]-4-(1-methylethyl)-4,5-dihydrooxazole;(S)-(-)-2-[(2-(Diphenylphosphino)phenyl]-4-(1-methylethyl)-4,5-dihydrooxazole (S)-iPr-PHOX

Chemical Property of (S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 2.27E-09mmHg at 25°C
• Melting Point: 85-90 °C
• Boiling Point: 492.716 °C at 760 mmHg
• PKA: 4.31±0.70(Predicted)
• Flash Point: 251.786 °C
• PSA: 35.18000
• LogP: 3.68180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: air sensitive
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 373.159551387
• Heavy Atom Count: 27
• Complexity: 475

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(-)-2-[(2-(Diphenylphosphino)phenyl]-4-(1-methylethyl)-4,5-dihydrooxazole, 98% (S)-iPr-PHOX ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1COC(=N1)C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: CC(C)[C@H]1COC(=N1)C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of (S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole

There total 22 articles about (S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

(-)-(4S)-4,5-Dihydro-2-<2'-(diphenylphosphinyl)phenyl>-4-isopropyloxazole → (4S)-2-[2-(diphenylphosphino)phenyl]-4-isopropyl-4,5-dihydro-1,3-oxazole (148461-14-7)

Guidance literature:

With phenylsilane; at 120 ℃; for 40h;

DOI:10.1002/recl.19951140413

Reference yield: 84.0%

Trifluoro-methanesulfonic acid 2-((S)-4-isopropyl-4,5-dihydro-oxazol-2-yl)-phenyl ester + potassium diphenylphosphine (15475-27-1,4346-39-8) → (4S)-2-[2-(diphenylphosphino)phenyl]-4-isopropyl-4,5-dihydro-1,3-oxazole (148461-14-7)

Guidance literature:

In tetrahydrofuran; for 14h; Heating;

DOI:10.1016/S0040-4020(01)80795-X

Reference yield: 76.0%

(-)-(S)-2-(2-fluoro-phenyl)-4-isopropyl-4,5-dihydro-oxazole (150255-47-3) + potassium diphenylphosphine (15475-27-1,4346-39-8) → (4S)-2-[2-(diphenylphosphino)phenyl]-4-isopropyl-4,5-dihydro-1,3-oxazole (148461-14-7)

Guidance literature:

In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(00)93403-8

upstream raw materials:

(-)-(S)-2-(2-fluoro-phenyl)-4-isopropyl-4,5-dihydro-oxazole

potassium diphenylphosphine

chloro-diphenylphosphine

(-)-(S)-2-(2-bromo-phenyl)-4-isopropyl-4,5-dihydro-oxazole

Refernces

• 1、 Semeniuchenko, Volodymyr,Khilya, Volodymyr,Groth, Ulrich. "Highly efficient synthesis of (Phosphinodihydrooxazole)- (1,5-cyclooctadiene) Iridium complexes". experimental part. p. 1147 - 1158. Retrieved 2010/03/02.
• 2、 Koch, Guido,Lloyd-Jones, Guy C.,Loiseleur, Olivier,Pfaltz, Andreas,Pretot, Roger,et al.. "Synthesis of chiral (phosphinoaryl)oxazolines, a versatile class of ligands for asymmetric catalysis". . p. 206 - 210. Retrieved 2007/10/02.