853995-91-2

Upstream product

• 853995-86-5 (2R,3S,4S,5S,6R)-2-[2-bromo-6-(tert-butyldimethylsilanyloxy)-3,5-dimethoxy-4-methylphenyl]-4-(tert-butyldimethylsilanyloxy)-3,5-dimethyl-6-((S)-3-methylpent-4-enyl)-tetrahydropyran 
• 638188-61-1 2-((1S,3S)-1,3,5-Trimethyl-hex-5-enyl)-oxirane 
• 853996-04-0 (2S,4S)-2,4,6-Trimethyl-hept-6-enal 
• 147753-92-2 (2R)-2,4-Dimethylpent-4-en-1-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 853996-02-8 (R)-5-Iodo-2,4-dimethyl-pent-1-ene 
• 7149-92-0 2,4-dimethoxy-3-methylbenzaldehyde 
• 19676-67-6 2,4-dimethoxy-3-methylphenol 
• 2436-90-0 (S)-(+)-dihydromyrcene 
• 853996-01-7 (2R,3R,4S,5R,6R)-2-[2-Bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-phenyl]-3,5-dimethyl-6-((S)-3-methyl-pent-4-enyl)-tetrahydro-pyran-4-ol 
• 853996-00-6 (2R,3S,5S,6R)-2-[2-Bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-phenyl]-3,5-dimethyl-6-((S)-3-methyl-pent-4-enyl)-tetrahydro-pyran-4-one 
• 853995-89-8 {3-Bromo-4,6-dimethoxy-5-methyl-2-[(2R,5S,6R)-5-methyl-4-methylene-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-2-yl]-phenoxy}-tert-butyl-dimethyl-silane 
• 853995-90-1 (2R,3S,6R)-6-[2-Bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-phenyl]-3-methyl-2-((S)-3-methyl-pent-4-enyl)-tetrahydro-pyran-4-one 
• 853995-99-0 (2R,5S,6R)-2-[2-Bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-phenyl]-5-methyl-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-4-one 

Downstream Products

• 183202-73-5 (5R,6R,7S,8R,9R,12S,13E,16S,18S,19S)-6,7,8,9,10,11,12,15,16,17,18,19-dodecahydro-4,7,19-trihydroxy-2,6,8,12,14,16,18-heptamethyl-1,19:5,9-diepoxybenzo[18]annulen-3(5H)-one 

Relevant academic research and scientific papers

Evolution of a total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis strategy

A convergent stereocontrolled total synthesis of (-)-kendomycin (1) has been achieved. The synthesis proceeds with a longest linear sequence of 21 steps, beginning with commercially available 2,4-dimethoxy-3-methylbenzaldehyde (12). Highlights of the synthesis include an effective Petasis-Ferrier union/rearrangement tactic to construct the sterically encumbered tetrahydropyran ring, a ring-closing metathesis to generate the C(4a-13-20a) macrocycle, an effective epoxidation/deoxygenation sequence to isomerize the C(13,14) olefin, and a biomimetic quinone-methide-lactol assembly to complete the synthesis.

Total synthesis of (-)-kendomycin exploiting a petasis-ferrier rearrangement/ring-closing olefin metathesis synthetic strategy

The total synthesis of (-)-kendomycin (1), a novel macrocyclic polyketide with antibacterial and antitumor activity, was achieved in 21 steps (longest linear sequence) exploiting an effective Petasis-Ferrier union/rearrangement tactic to construct the tet