110352-59-5

Upstream product

• 110320-68-8 methyl 2-benzyloxyhexanoate 
• 616-05-7 2-bromohexanoic acid 
• 20194-18-7 sodium phenyl-methanolate 
• 70267-26-4 (S)-2-hydroxyhexanoic acid 
• 327-57-1 L-Norleucine 
• 100-39-0 benzyl bromide 
• 106225-85-8 methyl (S)-(+)-2-hydroxyhexanoate 

Downstream Products

• 6920-22-5 (2S)-hexane-1,2-diol 
• 87604-60-2 (S)-(+)-2-benzyloxyhexan-1-ol 
• 141554-39-4 (6S,1'S)-6-(1'-benzyloxypentyl)-5,6-dihydropyran-2,4(3H)-dione 
• 139068-40-9 (+) methyl (5S,6S)-6-benzyloxy-5-hydroxy-3-oxodecanoate 
• 90898-48-9 (6S,1'S)-(-)-6-(1'-benzyloxypentyl)-5,6-dihydro-4-methoxypyran-2-one 
• 141554-38-3 (S)-2-benzyloxyhexyl benzoate 
• 87678-65-7 (S)-(-)-2-benzyloxyhexanal 
• 34565-32-7 (S)-6-((S)-1-hydroxypentyl)-4-methoxy-5,6-dihydro-2H-pyran-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.

ENZYME-MEDIATED ASYMMETRIC HYDROLYSIS OF α-BENZYLOXYCARBOXYLIC ESTERS

Incubation of dl-α-benzyloxycarboxylic esters with grown cells of a bacterium, Corynebacterium equi IFO 3730, afforded the chiral esters of high optical purities via asymmetric hydrolysis.This reaction has been revealed to have a wide applicability to alkene- and arylalkene-carboxylic esters.

Highly Diastereoselective Titanium Tetrachloride-mediated Aldol Condensation of the Bistrimethylsilyl Enol Ether of Acetoacetic Ester with 2-Benzyloxyhexanal. A Synthesis of (-)-Pestalotin

Titanium tetrachloride-mediated aldol condensation of the bistrimethylsilyl enol ether of methyl acetoacetate (1) with 2-benzyloxyhexanal (3) gives highly selectively (99:1) the syn aldol adduct (5); the stereocontrolled synthesis of (-)-pestalotin (9) ha