196600-21-2

Basic information

• Product Name: (Z)-1-{5-[(2,3-dimethyl-2-butyl)dimethylsilyloxy]-3-methylpent-3-en-1-yn-1-yl}-2,5-dimethoxy-3,4,6-trimethylbenzene
• CAS NO: 196600-21-2
• Molecular Weight: 416.676
• Mol File: 196600-21-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-1-{5-[(2,3-dimethyl-2-butyl)dimethylsilyloxy]-3-methylpent-3-en-1-yn-1-yl}-2,5-dimethoxy-3,4,6-trimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-{5-[(2,3-dimethyl-2-butyl)dimethylsilyloxy]-3-methylpent-3-en-1-yn-1-yl}-2,5-dimethoxy-3,4,6-trimethylbenzene(196600-21-2)
• EPA Substance Registry System: (Z)-1-{5-[(2,3-dimethyl-2-butyl)dimethylsilyloxy]-3-methylpent-3-en-1-yn-1-yl}-2,5-dimethoxy-3,4,6-trimethylbenzene(196600-21-2)

Safety Data

• Hazardous Substances Data: 196600-21-2(Hazardous Substances Data)

Upstream product

• 67373-56-2 chlorodimethyl(1,1,2-trimethylpropyl)silane 
• 4537-09-1 1,4-dimethoxy-2,3,5-trimethyl-benzene 
• 6153-05-5 (Z)-3-methylpent-2-en-4-ynol 
• 131426-03-4 1-iodo-2,5-bis(methoxy)-3,4,6-trimethylbenzene 
• 196600-08-5 (Z)-[(2,3-dimethyl-2-butyl)dimethylsilyloxy]-3-methylpent-2-en-4-yne 

Downstream Products

• 196600-42-7 (4S,5R)-5-[(2,3-dimethyl-2-butyl)dimethylsilyloxymethyl]-2,2,4-trimethyl-4-(2,5-dimethoxy-3,4,6-trimethylphenylethynyl)-1,3-dioxolane 
• 196600-41-6 (4S,5S)-5-[(2,3-dimethyl-2-butyl)dimethylsilyloxymethyl]-2,2,4-trimethyl-4-(2,5-dimethoxy-3,4,6-trimethylphenylethynyl)-1,3-dioxolane 
• 196600-31-4 (2S,3S)-1-[(2,3-dimethyl-2-butyl)dimthylsilyloxy]-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methylpent-4-yne-2,3-diol 
• 196600-35-8 (2R,3S)-1-[(2,3-dimethyl-2-butyl)dimthylsilyloxy]-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methylpent-4-yne-2,3-diol 

Relevant articles and documents

Enantioselective synthesis of chromans for the preparation of enantiopure vitamin E and analogues

Coupling of the differently protected (hydroxymethyl)enynes 11 a-e and 12a-c with the iodoarene 7 in the presence of catalytic amounts of Pd(PPh3)4 afforded the arylenynes 5a-e and 6a-c which were transformed into the monoprotected chiral trihydroxy compounds 13 a-d and 14a,b by Sharpless bishydroxylation with >95% ee for 13 a-d, 91% ee for 14b, and 64% ee for 14a. A 5-step transformation of 13a led to the desired chroman derivative 3a which was cleaved to give the aldehyde 2 a known precursor for the enantioselective synthesis of vitamin E.