216978-20-0

Basic information

• Product Name: 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene
• Synonyms: 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene
• CAS NO: 216978-20-0
• Molecular Weight: 324.848
• Mol File: 216978-20-0.mol

Chemical Properties

• CAS DataBase Reference: 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene(216978-20-0)
• EPA Substance Registry System: 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene(216978-20-0)

Safety Data

• Hazardous Substances Data: 216978-20-0(Hazardous Substances Data)

Upstream product

• 189444-00-6 1-(6-Chloro-1-hydroxyhex-2-ynyl)-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene 
• 35044-52-1 ethyl 2-acetyl-3-methylbut-2-enoate 
• 4412-05-9 2-isopropenyl-3-methyl-crotonic acid 
• 100144-50-1 2-isopropenyl-3-methyl-crotonic acid methyl ester 
• 99978-27-5 2-(α-hydroxy-isopropyl)-3-methyl-crotonic acid ethyl ester 
• 52385-60-1 (3-methyl-2-methylethenyl)-2-buten-1-ol 
• 144067-40-3 Acetic acid 5-formyl-2,6,6-trimethyl-cyclohex-1-enylmethyl ester 
• 144066-82-0 Acetic acid 2-isopropenyl-3-methyl-but-2-enyl ester 
• 189443-99-0 1-Formyl-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene 
• 216978-60-8 5-(1,3-Dioxolan-2-yl)-1-hydroxymethyl-2,6,6-trimethylcyclohex-1-ene 
• 216978-13-1 1-Acetoxymethyl-5-(1,3-dioxolan-2-yl)-2,6,6-trimethylcyclohex-1-ene 
• 14267-92-6 1-chloro-4-pentyne 

Downstream Products

• 189444-01-7 5-Formyl-1-(6-chloro-1-oxohex-2-ynyl)-2,6,6-trimethylcyclohex-1-ene 
• 189444-02-8 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1-oxoprop-2-enyl)-2,6,6-trimethylcyclohex-1-ene 
• 189443-91-2 1-(6-Iodo-1-oxohex-2-ynyl)-5-(1-oxoprop-2-enyl)-2,6,6-trimethylcyclohex-1-ene 
• 216978-21-1 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1-hydroxyprop-2-enyl)-2,6,6-trimethylcyclohex-1-ene 
• 216978-76-6 1-(6-Chloro-1-oxohex-2-ynyl)-5-(1-hydroxyprop-2-ynyl)-2,6,6-trimethylcyclohex-1-ene 

Relevant articles and documents

A tandem radical macrocyclisation-transannular cyclisation approach towards the taxanes

Separate treatment of the iodotrienedione 19 and the iododienynedione 38 with Bu3SnH-AIBN produces the corresponding taxane ring systems 25 (25-30%) and 56 (50-60%) respectively by way of tandem radical macrocyclisation-radical transannular cyc

Studies towards the taxane ring system via a cascade macrocyclisation-transannulation strategy

Treatment of the ω-iodoacetylene 6 with Bu3SnH-AIBN produces the taxane ring system 9 (45-60%) by way of transannular cyclisation from the macrocyclic vinyl radical intermediate 8, whereas the analogous iodoacetylenes 5a, 11 and 13a, together with the iodopolyenones 12a, 14a and 17, failed to give corresponding taxane systems, i.e. 7, 16 and 19 on similar treatment; instead only products resulting from direct reduction of the carbon-iodine bonds in these substrates were obtained.