199382-27-9

Upstream product

• 13125-66-1 n-heptylmagnesium bromide 
• 108-24-7 acetic anhydride 
• 199382-25-7 (R)-2-(7-benzyloxy)heptyloxirane 
• 629-11-8 1,6-hexanediol 
• 71126-73-3 6-benzyloxyhexan-1-ol 
• 199382-26-8 (S)-9-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-nonan-2-ol 
• 199382-24-6 2,4,6-Triisopropyl-benzenesulfonic acid (R)-9-benzyloxy-2-hydroxy-nonyl ester 
• 199382-33-7 dl-9-benzyloxy-1,2-nonandiol 
• 199382-23-5 ((non-8-en-1-yloxy)methyl)benzene 
• 126519-80-0 6-benzyloxyhexyl 4-methylbenzenesulfonate 
• 97510-97-9 (((6-iodohexyl)oxy)methyl)benzene 
• 100-39-0 benzyl bromide 
• 199382-28-0 (R)-4-(7-benzyloxy)heptyl-1,3-dioxolan-2-one 
• 199382-21-3 dl-4-(7-benzyloxy)heptyl-1,3-dioxolan-2-one 

Relevant academic research and scientific papers

Enzyme-mediated preparation of optically active 1,2-diols bearing a long chain: Enantioselective hydrolysis of cyclic carbonates

A new entry for the efficient preparation of optically active 1,2-diols having a long aliphatic chain via an enzymatic reaction is disclosed. PPL catalyzes the hydrolysis of a racemic five-membered cyclic carbonate, 4-(%benzyloxy)heptyl-1,3-dioxolan-2-one (2a), with high enantioselectivity to produce the optically active (R)-2a and (S)-9-benzyloxynonane-1,2-diol (3a) in excellent yields. The reaction is applicable to the substrates with a longer chain (10-benzyloxydecyl (3b) and 13-benzyloxytridecyl group (3c)). Optically pure (S)-(+)-8hydroxyhexadecanoic acid (1), a biologically active natural compound with a chiral long aliphatic part, is effectively synthesized starting from (R)-3-(7-benzyloxy)heptyl-2-oxirane (9), which is converted from both enantiomers of 3a. (C) 2000 Elsevier Science Ltd.

Synthesis of optically active diols bearing a long chain via enzymatic hydrolysis of cyclic carbonates

PPL catalyzes the hydrolysis of racemic five-membered cyclic carbonates bearing a long chain with high enantioselectivity. Optically pure (S)-(+)-8-hydroxyhexadecanoic acid is effectively synthesized starting from (R)-4-(7-benzyloxy)heptyl-1,3-dioxolan-2-one and (S)-9-benzyloxynonane-1,2-diol, which are prepared via an enzymatic reaction.