153868-73-6

Basic information

• Product Name: tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate
• Synonyms: tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate
• CAS NO: 153868-73-6
• Molecular Weight: 434.477
• Mol File: 153868-73-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate(153868-73-6)
• EPA Substance Registry System: tert-Butyl <(1S,4R,5R)-4-ethyl-5-phenyl-2-(trifluoromethanesulfoxy)cyclopent-2-en-1-yl>acetate(153868-73-6)

Safety Data

• Hazardous Substances Data: 153868-73-6(Hazardous Substances Data)

Upstream product

• 153868-69-0 tert-Butyl <(1S,4S,5R)-4-(tert-butyldimethylsiloxy)-2-oxo-5-phenylcyclopent-1-yl>acetate 
• 153868-70-3 tert-Butyl <(1S,4S,5R)-4-hydroxy-2-oxo-5-phenylcyclopent-1-yl>acetate 
• 153868-71-4 tert-Butyl <(1S,5R)-2-oxo-5-phenylcyclopent-3-en-1-yl>acetate 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 1026644-29-0 tert-Butyl <(1S,4S,5R)-4-ethyl-2-oxo-5-phenylcyclopent-1-yl>acetate 

Downstream Products

• 153868-74-7 tert-Butyl <(1S,2R,3S)-3-ethyl-2-phenylcyclopent-1-yl>acetate 

Relevant articles and documents

Total Synthesis of Ionophore Antibiotic X-14547A (Indanomycin)

A convergent, enantioselective total synthesis of ionophore antibiotic X-14547A (indanomycin, 1) is described.The dioxanone-to-dihydropyran variant of the lactonic Ireland-Claisen rearrangement establishes the hydropyran nucleus of the "left wing" fragment 2.Elaboration to the target synthon utilizes a new methodology for the preparation of stereodefined vinylsilanes (24 -> 25 -> 26) via net SN2' coupling of silanes with Grignard reagents catalyzed by CuCN.Salient features in the construction of the "right wing" subunit 3 include a modification of the Noyori three-component coupling procedure (32 -> 33) and the application of a retro hetero Diels-Alder/intramolecular Diels-Alder ("mock Claisen") process (5 -> 39).Palladium-mediated cross coupling of "left wing" and "right wing" synthons using Stille's method tolerates a free carboxylic acid and an unprotected acyl pyrrole, affording indanomycin directly in its natural absolute configuration.