935263-61-9

Basic information

• Product Name: 5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-3-ene-1,2-dione
• Synonyms: 5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-3-ene-1,2-dione
• CAS NO: 935263-61-9
• Molecular Weight: 350.574
• Mol File: 935263-61-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-3-ene-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-3-ene-1,2-dione(935263-61-9)
• EPA Substance Registry System: 5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-3-ene-1,2-dione(935263-61-9)

Safety Data

• Hazardous Substances Data: 935263-61-9(Hazardous Substances Data)

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 

Downstream Products

• 146436-22-8 (?)-terpestacin 
• 935263-68-6 acetic acid 3-(2,3-dihydroxy-1-methyl-butyl)-2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester 
• 935263-69-7 acetic acid 3-(2-hydroxy-1-methyl-ethyl)-2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester 
• 935263-67-5 acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester 
• 935263-73-3 4-allyl-5-(5-benzenesulfonyl-10-hydroxy-3,7,11-trimethyl-dodeca-2,6,11-trienyl)-2-(4-methoxy-benzyloxy)-5-methyl-cyclopent-2-enone 
• 935263-74-4 7-hydroxy-3-(2-hydroxy-1-methyl-ethyl)-2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-4,7,8,9,12,13,16,16a-octahydro-3aH-cyclopentacyclopentadecen-1-one 
• 935263-63-1 4-allyl-5-(10-hydroxy-3,7,11-trimethyl-dodeca-2,6,11-trienyl)-2-(4-methoxy-benzyloxy)-5-methyl-cyclopent-2-enone 
• 935263-64-2 7-hydroxy-2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-4,7,8,9,12,13,16,16a-octahydro-3aH-cyclopentacyclopentadecen-1-one 
• 935263-70-0 4-allyl-2-(4-methoxy-benzyloxy)-5-methyl-5-(3-methyl-4-triisopropylsilanyloxy-but-2-enyl)-cyclopent-2-enone 
• 935263-59-5 4-allyl-5-(4-bromo-3-methyl-but-2-enyl)-2-(4-methoxy-benzyloxy)-5-methyl-cyclopent-2-enone 
• 935263-71-1 4-allyl-5-(4-hydroxy-3-methyl-but-2-enyl)-2-(4-methoxy-benzyloxy)-5-methyl-cyclopent-2-enone 

Relevant articles and documents

A diosphenol-based strategy for the total synthesis of (-)-terpestacin

A novel diosphenol-based strategy has been developed for the enantioselective synthesis of (-)-terpestacin by multiple usage of the α-diketone functionality, first in the "Pd AAA-Claisen rearrangement" protocol, and second by the employment of its oxidized form, the ene-1,2-dione, as an excellent Michael acceptor. This synthesis demonstrates that the sequence of O-allylation-Claisen rearrangement provides a chemo- and regioselective enolate allylation, which can be performed asymmetrically with respect to the enolate or allyl fragment or both. In addition, many interesting chemoselectivity issues, including a highly selective RCM and a dihydroxylation, have been addressed. Overall, this synthesis was accomplished in 20 longest linear steps (24 total steps) from the inexpensive and commercially available 3-methyl-1,2-cyclopentanedione. Copyright