106539-38-2

Upstream product

• 188525-04-4 (3S)-3-(1'-Aethoxyaethoxy)-1-butanol 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 208459-02-3 (1'RS,3R)-3-(1-ethoxyethoxy)-1-butanol 
• 79414-11-2 ethyl-3-(1-ethoxyethoxy)-butanoate 

Downstream Products

• 4799-69-3 (S)-(-)-1,3-butanediol 1-benzyl ether 
• 77564-44-4 (R)-(+)-1,3-butanediol 1-benzyl ether 
• 121404-61-3 (R)-(-)-3-tosyloxybutan-1-ol benzylether 
• 121404-62-4 (R)-(+)-3-methylundecan-1-ol benzylether 
• 84184-35-0 Toluene-4-sulfonic acid 3-benzyloxy-1-methyl-propyl ester 
• 106539-41-7 3(S)-1-benzyloxy-3-phtalimidobutane 
• 106539-40-6 3(R)-1-benzyloxy-3-phtalimidobutane 
• 106539-39-3 [(1R)-3-benzyloxy-1-methylpropyl] acetate 

Relevant academic research and scientific papers

THE USE OF METHYL SUBSTITUTED CHIRAL SYNTHONS IN THE SYNTHESIS OF PINE SAWFLIES PHEROMONES

The preparation of methyl-substituted synthons of high enantiomerical purities by Claisen transposition, cuprate substitution of secondary optically active alcohols and microbial reduction of β-ketoesters was investigated and applied to the synthesis of (2S,3S,7S) and (2S,3R,7R)-3,7-dimethylpentadecan-2-ol, the pheromones of diprionid species of pine sawflies.

Stereospecific Synthesis of (2R,5R)-Hept-6-yne-2,5-diamine: A Potent and Selective Enzyme-activated Irreversible Inhibitor of Ornithine Decarboxylase (ODC)

Hept-6-yne-2,5-diamine (2) and 2-methylhept-6-yne-2,5-diamine (3), while structurally related to the potent ornithine decarboxylase (ODC) inhibitor hex-5-yne-1,4-diamine (1), are stable to in vivo oxidation by monoamine oxidase (MAO).Although the methyl substitution is at a carbon relatively remote from the site of metabolic attack by ornithine decarboxylase (ODC), it has a critical influence on the potencies of these compounds as inhibitors of the enzyme.Of the four stereoisomers, (2R,5R)-(2) is the most active.Unambiguous syntheses of each isomer of (2) from the dianion of 3-trimethylsilyl-N-butoxycarbonylprop-2-ynylamine (5) are presented.