154701-60-7

Basic information

• Product Name: (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE
• Synonyms: (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE;(S)-2-(2-Bromophenyl)-4-t-butyl-4,5-dihydrooxazole
• CAS NO: 154701-60-7
• Molecular Formula: C₁₃H₁₆BrNO
• Molecular Weight: 282.18
• Mol File: 154701-60-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 47-48 °C
• Boiling Point: 345.1±25.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.91±0.70(Predicted)
• CAS DataBase Reference: (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE(154701-60-7)
• EPA Substance Registry System: (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE(154701-60-7)

Safety Data

• Hazardous Substances Data: 154701-60-7(Hazardous Substances Data)

Usage

General Description

The chemical (S)-2-(2-bromophenyl)-4-tert-butyl-4,5-dihydrooxazole is a substituted oxazole compound with a molecular formula C13H16BrNO. (S)-2-(2-BROMOPHENYL)-4-TERT-BUTYL-4,5-DIHYDROOXAZOLE is a dihydrooxazole derivative and contains a bromophenyl and tert-butyl group. It is a chiral compound with a specific stereochemistry, denoted by the (S)-prefix. (S)-2-(2-bromophenyl)-4-tert-butyl-4,5-dihydrooxazole may have potential applications in pharmaceuticals, agrochemicals, and materials, and it may also serve as a building block in organic synthesis. The specific properties, uses, and potential effects of this chemical depend on the context in which it is employed.

Upstream product

• 7154-66-7 2-bromobenzoic acid chloride 
• 112245-13-3 (S)-tert-leucinol 
• 88-65-3 2-bromobenzoic-acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 20859-02-3 L-tert-Leucine 
• 402755-63-9 2-bromo-N-[(1S)-1-(hydroxymethyl)-2,2-dimethylpropyl]-benzamide 
• 2042-37-7 o-cyanobromobenzene 

Downstream Products

• 485394-22-7 bis-[2-((4S)-4-tert-butyl-4,5-dihydro-oxazol-2-yl)-phenyl]-amine 
• 288089-63-4 (S)-4-tert-butyl-2-(2-(dicyclohexylphosphino)phenyl)-4,5-dihydrooxazole 
• 1010691-49-2 (S)-N-[2-[(4S)-4-(tert-butyl)-4,5-dihydro-2-oxazolyl]phenyl]-S-(iso-butyl)-S-phenylsulfoximine 
• 1010691-42-5 (S)-N-[2-[(4S)-4-(tert-butyl)-4,5-dihydro-2-oxazolyl]phenyl]-S-methyl-S-phenylsulfoximine 
• 1092491-36-5 (S)-4-tert-butyl-2-(2-(dicyclopentylphosphino)phenyl)-4,5-dihydrooxazole 
• 1092491-37-6 (S)-4-tert-butyl-2-(2-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)phenyl)-4,5-dihydrooxazole 
• 201594-33-4 C₃₁H₃₈NOP 
• 1374010-11-3 C₃₂H₃₇N₂O₃P 
• 1397716-79-8 (S)-2-(2-(bis(trifluoromethyl)phosphino)phenyl)-4-tert-butyl-4,5-dihydrooxazole 
• 1397716-83-4 (S)-2-(2-(bis(pentafluoroethyl)phosphino)phenyl)-4-tert-butyl-4,5-dihydrooxazole 

Relevant articles and documents

Sulfoxide ligand metal catalyzed oxidation of olefins

The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp3)-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.

The synthesis of phosphine oxide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation

The phosphine oxide-linked bis(oxazoline) ligands were designed and synthesized in two ways. One is the coupling of Grignard reagent derived from 2-(2-bromophenyl)oxazoline with phenylphosphonic dichloride, another route is the condensation of bis(2-formylphenyl)(phenyl)phosphine oxide with chiral amino alcohols followed by NBS oxidation. These new bis(oxazoline) ligands were applied in Pd-catalyzed asymmetric allylic alkylation reactions and good yields and enantioselectivities were obtained with diphenyl substituted ligand (up to 95% ee).

A general, asymmetric, and noniterative synthesis of trideoxypropionates. Straightforward syntheses of the pheromones (+)-vittatalactone and (+)-norvittatalactone

A novel, highly stereocontrolled, and very flexible synthetic access to biologically relevant trideoxypropionate building blocks in optically pure form has been developed. On the basis of a three-step sequence comprising a thermal oxy-Cope rearrangement,