208935-32-4

Basic information

• Product Name: (4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline
• Synonyms: (4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline
• CAS NO: 208935-32-4
• Molecular Weight: 317.503
• Mol File: 208935-32-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline(208935-32-4)
• EPA Substance Registry System: (4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazoline(208935-32-4)

Safety Data

• Hazardous Substances Data: 208935-32-4(Hazardous Substances Data)

Upstream product

• 482315-18-4 N-[(1S)-2-hydroxy-1-(tert-butyldimethylsilanyloxymethyl)-3-butenyl]-benzamide 
• 503560-10-9 N-[2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-ethyl]-benzamide 
• 482315-16-2 C₂₀H₃₁NO₄Si 
• 208935-22-2 (S)-3-Benzoyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-vinyl-oxazolidin-2-one 

Downstream Products

• 482315-17-3 6-[1-(tert-butyl-dimethyl-silanyloxy)-9-(2-hexyl-[1,3]dioxolan-2-yl)-non-2-enyl]-3a-methyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one 
• 482315-10-6 6-[1-(tert-butyl-dimethyl-silanyloxy)-3-iodo-allyl]-3a-methyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one 
• 1027571-48-7 (4S,5R)-5-Formyl-4-methyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester 
• 502925-09-9 (4S,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-pentadecyl-2-phenyl-4,5-dihydro-oxazole 
• 502925-06-6 (4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-pentadecyl-2-phenyl-4,5-dihydro-oxazole 
• 502925-04-4 (4S,5R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-((Z)-pentadec-3-enyl)-2-phenyl-4,5-dihydro-oxazole 
• 503560-05-2 3-((4S,trans)-4,5-dihydro-4-methyl-2-phenyloxazol-5-yl)-heptadecan-3-one-16-ethylenacetal 
• 503560-06-3 3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-N-methoxy-N-methyl-propionamide 
• 503560-11-0 3-[(4S,5S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazol-5-yl]-propionic acid 
• 503560-08-5 3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-propionic acid methyl ester 
• 497227-92-6 (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one 
• 503560-07-4 (2E)-3-((4S,trans)-4,5-dihydro-4-(tert-butyldimethylsilanyloxymethyl)-2-phenyloxazol-5-yl)-acrylic acid methyl ester 

Relevant articles and documents

Stereoselective synthesis of (+)-spectaline

Our synthesis of (+)-spectaline revealed that the methodology involving diastereoselective palladium(0)-catalyzed oxazoline formation and intramolecular reductive amination by catalytic hydrogenation of an oxazoline is an effective method for the asymmetric synthesis of natural products possessing complex functionalized piperidine cores.

Total synthesis of myriocin

A concise, stereocontrolled synthesis of myriocin was achieved. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0), MgBr2-promoted allylic stannane addition, and palladium(0)-catalyzed coupling of a vinyl iodide with an organozinc reagent.