141554-39-4

Upstream product

• 636-36-2 rac-2-hydroxyhexanoic acid 
• 327-57-1 L-Norleucine 
• 106225-85-8 methyl (S)-(+)-2-hydroxyhexanoate 
• 70267-26-4 (S)-2-hydroxyhexanoic acid 
• 110352-59-5 methyl (S)-2-benzyloxyhexanoate 
• 87678-65-7 (S)-(-)-2-benzyloxyhexanal 
• 87604-60-2 (S)-(+)-2-benzyloxyhexan-1-ol 
• 139068-40-9 (+) methyl (5S,6S)-6-benzyloxy-5-hydroxy-3-oxodecanoate 
• 141554-36-1 2-(benzyloxy)hexan-1-ol 
• 110320-68-8 methyl 2-benzyloxyhexanoate 
• 100-39-0 benzyl bromide 
• 70326-39-5 α-benzyloxyhexanal 
• 68756-64-9 2-hydroxyhexanoic acid methyl ester 
• 136850-72-1 ethyl (5S^*,6S^*)-6-benzyloxy-5-hydroxy-3-oxodecanoate 

Downstream Products

• 34565-32-7 (S)-6-((S)-1-hydroxypentyl)-4-methoxy-5,6-dihydro-2H-pyran-2-one 
• 90898-48-9 (6S,1'S)-(-)-6-(1'-benzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 
• 54620-78-9 6-(1'-benzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 

Relevant academic research and scientific papers

High Diastereoselection in the Aldol Reaction of the Bistrimethylsilyl Enol Ether of Methyl Acetoacetate with 2-Benzyloxyhexanal: Synthesis of (-)-Pestalotin

Aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate, compound 2, with 2-benzyloxyhexanal 3c affords highly selectively (99:1) the syn-aldol adduct 4c in the presence of titanium tetrachloride.The stereocontrolled synthesis of (-)-pestalotin 7 has been achieved.

A stereoselective synthesis of (±)-pestalotin

(±)-Pestalotin was synthesized by employing a stereoselective reduction of a 5-alkyltetronate derivative and a two-carbon elongation reaction of the aldehyde with ethyl diazoacetate in the presence of stannous chloride as key steps.