101968-20-1

Basic information

• Product Name: tert-butyldimethyl((3-methylenecyclohex-1-en-1-yl)oxy)silane
• Synonyms: tert-butyldimethyl((3-methylenecyclohex-1-en-1-yl)oxy)silane
• CAS NO: 101968-20-1
• Molecular Weight: 224.418
• Mol File: 101968-20-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: tert-butyldimethyl((3-methylenecyclohex-1-en-1-yl)oxy)silane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyldimethyl((3-methylenecyclohex-1-en-1-yl)oxy)silane(101968-20-1)
• EPA Substance Registry System: tert-butyldimethyl((3-methylenecyclohex-1-en-1-yl)oxy)silane(101968-20-1)

Safety Data

• Hazardous Substances Data: 101968-20-1(Hazardous Substances Data)

Upstream product

• 1193-18-6 3-methylcyclohexen-2-one 
• 69739-34-0 t-butyldimethylsiyl triflate 

Relevant articles and documents

Stereocontrolled Synthesis of (-)-Bactobolin A

A stereoselective synthesis of the ribosome-binding antitumor antibiotic (-)-bactobolin A is reported. The presented approach makes effective use of (-)-quinic acid as a chiral pool starting material and substrate stereocontrol to establish the five contiguous stereocenters of (-)-bactobolin A. The key steps of the synthesis include a stereoselective vinylogous aldol reaction to introduce the unusual dichloromethyl substituent, a completely diastereoselective rhodium(II)-catalyzed C-H amination reaction to set the configuration of the axial amine, and an intramolecular alkoxycarbonylation to build the bicyclic lactone framework. The developed synthetic route was used to prepare 90 mg of (-)-bactobolin A trifluoroacetate in 10% overall yield.

REACTION OF CONJUGATED ENONES WITH tert-BUTYLDIMETHYLSILYL TRIFLATE AND INTRAMOLECULAR ANNELATION

Reaction of 2-cyclohexen-1-ones (3a-c) with tert-butyldimethylsilyl triflate and triethylamine gave selectively cross-conjugated dienol ethers (4a-c) except 3-methyl-2-cyclohexen-1-one (3d).Reaction of 6-(5-ethoxycarbonyl-3,3-dimethyl-4-pentenyl-1)-2-cycl