170423-74-2

Upstream product

• 170423-68-4 (E)-(S)-5-Acetoxy-4-(2-methoxy-4-methyl-phenyl)-pent-2-enoic acid methyl ester 
• 170423-71-9 methyl (4S)-(2-methoxy-4-methylphenyl)-5-tosyloxypentanoate 
• 170423-66-2 methyl (4S)-(2-methoxy-4-methylpenyl)-5-hydroxypentanoate 
• 170423-70-8 (S)-5-Hydroxy-4-(2-methoxy-4-methyl-phenyl)-pentanoic acid methyl ester 
• 170423-73-1 (S)-1-[5-(benzyloxy)pentan-2-yl]-2-methoxy-4-methylbenzene 
• 164921-78-2 (E)-5-Acetoxy-4-(2-methoxy-4-methyl-phenyl)-pent-2-enoic acid methyl ester 
• 164921-74-8 methyl 4-(2'-methoxy-4'-methylphenyl)-5-hydroxy-(2E)-pentanoate 
• 143-33-9 sodium cyanide 
• 170240-78-5 1-iodo-(4S)-(2-methoxy-4-methylphenyl)pentane 

Downstream Products

• 109028-15-1 (S)-2-(6-hydroxy-6-methylheptan-2-yl)-5-methylphenol 
• 170423-76-4 (S)-5-(2-Hydroxy-4-methyl-phenyl)-hexanoic acid methyl ester 
• 170423-75-3 methyl-(5S)-(2-methoxy-4-methylphenyl)hexanoate 

Relevant academic research and scientific papers

Total synthesis of (S)-(+)-curcudiol, and (S)-(+)- and (R)-(-)-curcuphenol1)

A highly enantioselective synthesis of the versatile chiral synthons possessing one stereogenic center, (S)-and (R)-4-aryl-5-hydroxy-(2E)-pentenoate (3) was achieved based on the enzymatic reaction of (±)-3 with commercially available lipases MY-30 or OF-360 from Candida rugosa. Application of (S)-3 and (R)-3 to the total syntheses of (S)-curcuphenol (1), (S)-curcudiol (2), and (R)-curcuphenol (1), respectively, is described.

Total Synthesis of (S)-(+)-Curcudiol, (S)- and (R)-(-)-Curcuphenol Based on Enzymatic Resolution of a Primary Alcohol Possessing One Stereogenic Center

A highly stereoselective synthesis of the versatile chiral synthons possessing one stereogenic center, (S)-3 and (R)-3 was achieved and the application of (S)-3 and (R)-3 into the total syntheses of (S)-curcuphenol (1), (S)-curcudiol (2), and (R)-curcuphenol (1), respectively, was described.