1346661-54-8

Basic information

• Product Name: (1R,2R,E,E)-N₁,N₂-bis(2-bromo-6-chlorobenzylidene)-cyclohexane-1,2-diamine
• CAS NO: 1346661-54-8
• Molecular Weight: 517.09
• Mol File: 1346661-54-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2R,E,E)-N₁,N₂-bis(2-bromo-6-chlorobenzylidene)-cyclohexane-1,2-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R,E,E)-N₁,N₂-bis(2-bromo-6-chlorobenzylidene)-cyclohexane-1,2-diamine(1346661-54-8)
• EPA Substance Registry System: (1R,2R,E,E)-N₁,N₂-bis(2-bromo-6-chlorobenzylidene)-cyclohexane-1,2-diamine(1346661-54-8)

Safety Data

• Hazardous Substances Data: 1346661-54-8(Hazardous Substances Data)

Upstream product

• 64622-16-8 2-bromo-6-chlorobenzaldehyde 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 

Relevant articles and documents

Total synthesis of (-)-virginiamycin m2: Application of crotylsilanes accessed by enantioselective Rh(II) or Cu(I) promoted carbenoid Si-H insertion

A stereoselective synthesis of the antibiotic (-)-virginiamycin M 2 is detailed. A convergent strategy was utilized that proceeded in 10 steps (longest linear sequence) from enantioenriched silane (S)-15. This reagent, which was prepared via a Rh(II)- or Cu(I)-catalyzed carbenoid Si-H insertion, was used to introduce the desired olefin geometry and stereocenters of the C1-C5 propionate subunit. A modified Negishi cross-coupling or an efficient alkoxide-directed titanium-mediated alkyne-alkyne reductive coupling strategy was utilized to assemble the trisubstituted (E,-E)-diene. An underutilized late-stage SmI2-mediated macrocyclization was employed to construct the 23-membered macrocycle scaffold of the natural product (Figure presented).