1141365-67-4

Upstream product

• 1333325-45-3 (S)-2-(2-oxo-2-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)ethyl)pent-4-en-1-yl acetate 
• 1333325-54-4 (S)-4-oxo-4-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)-2-(2-oxoethyl)but-1-yl acetate 
• 1333325-55-5 (S)-2-(2-hydroxyethyl)-4-oxo-4-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)but-1-yl acetate 
• 1333325-46-4 (S)-2-(2-tert-butyldiphenylsilyloxyethyl)-4-oxo-4-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)but-1-yl acetate 
• 1333325-47-5 (4S)-4-(2-tert-butyldiphenylsilyloxyethyl)dihydrofuran-2(3H)-one 
• 74-88-4 methyl iodide 
• 1347738-37-7 dimethyl ((3R,4S)-4-((benzyloxy)methyl)-3-methyl-2-oxohept-6-en-1-yl)phosphonate 
• 1347738-36-6 (2R,3S)-3-((benzyloxy)methyl)-N-methoxy-N,2-dimethylhex-5-enamide 
• 1360801-31-5 (R)-3-((2R,3S)-3-((benzyloxy)methyl)-2-methylhex-5-enoyl)-4-isopropyl-1,3-oxazolidin-2-one 
• 1347738-41-3 (2R,3S)-3-benzyloxymethyl-2-methylhex-5-enoic acid 
• 1360800-81-2 (R)-4-benzyl-3-((2R,3S)-3-((benzyloxy)methyl)-2-methylhex-5-enoyl)-1,3-oxazolidin-2-one 
• 1347738-35-5 (R)-3-((2R,3S)-3-((benzyloxy)methyl)-2-methylhex-5-enoyl)-4-phenyl-1,3-oxazolidin-2-one 
• 1347738-34-4 (R)-3-((S)-3-((benzyloxy)methyl)hex-5-enoyl)-4-isopropyl-1,3-oxazolidin-2-one 
• 1347738-33-3 (R)-4-benzyl-3-((S)-3-((benzyloxy)methyl)hex-5-enoyl)-1,3-oxazolidin-2-one 

Downstream Products

• 1182098-75-4 C₃₉H₅₀O₇Si 
• 1333325-30-6 (3S,4S)-dimethyl (4-(tert-butyldimethylsilyloxy)methyl-6-tert-butyldiphenylsilyloxy-3-methyl-2-oxohexyl)phosphonate 
• 1333325-50-0 (3S,4S)-4-tert-butyldimethylsilyloxymethyl-6-tert-butyldiphenylsilyloxy-3-methylhexan-2-one 
• 1333325-51-1 (3S,4S)-4-tert-butyldimethylsilyloxymethyl-6-tert-butyldiphenylsilyloxy-3-methyl-2-trimethylsilyloxyhex-1-ene 
• 1333325-49-7 (3S,4S)-4-(2-tert-butyldiphenylsilyloxyethyl)-2,3-dimethyltetrahydrofuran-2-ol 
• 1333325-48-6 dimethyl ((3S,4S)-4-(2-tert-butyldiphenylsilyloxyethyl)-2-hydroxy-3-methyltetrahydrofuran-2-yl)methylphosphonate 
• 1333325-52-2 C₆₀H₇₀O₈Si 
• 1347738-39-9 C₆₀H₇₀O₈Si 
• 1260148-56-8 C₅₃H₆₂O₇Si 
• 1260148-67-1 C₅₃H₆₀O₇Si 
• 1260148-55-7 C₄₅H₅₃IO₅Si 
• 1260148-65-9 C₄₀H₄₃IO₆Si 
• 1260148-68-2 C₄₀H₄₅IO₆Si 
• 1260148-64-8 C₄₀H₄₅IO₆Si 

Relevant academic research and scientific papers

Formal synthesis of berkelic acid: A lesson in α-alkylation chemistry

The full details of our enantioselective formal synthesis of the biologically active natural product berkelic acid are described. The insertion of the C-18 methyl group proved challenging, with three different approaches investigated to install the correc

An Enantioselective formal synthesis of berkelic acid

An enantioselective formal synthesis of berkelic acid is described. The key step involves a late-stage silyl enol ether addition to a benzannulated oxonium ion with subsequent spiroketalization leading to construction ofthe tetracyclic core. Thermodynamic

Synthesis of (-)-berkelic acid

An extremophilic challenge: Stereospecific condensation of a fully functionalized ketal aldehyde and a 2,6-dihydroxybenzoic acid is the key step in the synthesis of (-)-berkelic acid confirming Fuerstner's reassignment of the stereochemistry at C18 and C1