214415-99-3

Basic information

• Product Name: (1S,6S)-2-Bromo-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclohex-2-enol
• CAS NO: 214415-99-3
• Molecular Weight: 335.357
• Mol File: 214415-99-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,6S)-2-Bromo-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclohex-2-enol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,6S)-2-Bromo-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclohex-2-enol(214415-99-3)
• EPA Substance Registry System: (1S,6S)-2-Bromo-6-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclohex-2-enol(214415-99-3)

Safety Data

• Hazardous Substances Data: 214415-99-3(Hazardous Substances Data)

Upstream product

• 67373-56-2 chlorodimethyl(1,1,2-trimethylpropyl)silane 
• 174817-06-2 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohex-3-ene 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 

Downstream Products

• 339266-17-0 C₂₁H₃₈BrNO₅Si 
• 898235-75-1 (1R,2S)-2-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclohexanol 

Relevant articles and documents

Total synthesis of dihydrocodeine and hydrocodone via a double claisen rearrangement and C-10/C-11 closure strategy

Dihydrocodeine and hydrocodone were synthesized from bromobenzene in 16 and 17 transformations, respectively. The key steps involved the toluene dioxygenase-mediated dihydroxylation of bromobenzene by whole-cell fermentation with E. coli JM109(pDTG601A), Kazmaier-Claisen rearrangement of glycinate ester, Claisen rearrangement to set the C-13 quaternary center, and C-10-C-11 closure. Experimental procedures are provided for the key steps. Georg Thieme Verlag Stuttgart . New York.

Chemoenzymatic synthesis of functionalized cyclohexylglycines and α-methylcyclohexylglycines via Kazmaier-Claisen rearrangement

The synthesis of homochiral functionalized cyclohexylglycines and α-methylcyclohexylglycines via chelated Kazmaier-Claisen rearrangement is described. These were shown to be potent scaffolds for the development of MMP inhibitors.