185155-56-0

Upstream product

• 6278-91-7 4-(benzyloxy)-2-butanone 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Downstream Products

• 71998-69-1 (S)-4-benzyloxy-1,2-butanediol 
• 115114-87-9 (2R)-2-(2-benzyloxyethyl)oxirane 
• 85960-55-0 (S)-(2-phenylmethoxyethyl)oxirane 
• 69985-32-6 (R)-4-phenylmethoxy-1,2-butanediol 
• 132980-13-3 (S)-1-chloro-4-O-benzylbutane-2,4-diol 
• 132980-10-0 (R)-4-Benzyloxy-1-chloro-butan-2-ol 
• 132980-11-1 (S)-4-Benzyloxy-2-chloro-butan-1-ol 
• 132980-14-4 (R)-4-Benzyloxy-2-chloro-butan-1-ol 
• 185155-53-7 (R)-1-Benzyloxy-hexadecan-3-ol 
• 185155-49-1 (S)-(-)-1-benzyloxy-3-hexadecanol 
• 185155-54-8 (R)-(-)-1-benzyloxy-3-hexadecyl acetate 
• 185155-50-4 (S)-(+)-1-benzyloxy-3-hexadecyl acetate 

Relevant academic research and scientific papers

Synthesis of (S)- and (R)-3-hydroxyhexadecanoic acid

Diol (R)-(+)-3 is prepared either from the hydroxyketone 2 by reduction with fermenting baker's yeast or by hydrolysis of the dioxolane (R)-(+)-1 which is available from dimethyl D-malate as starting material. (R)-(+)-3 could be converted stereoselectively into (R)-(+)-4. Reaction of (+)-4 with dodecylmagnesium bromide yielded the alcohol (S)-(-)-5 with >99% ee. Its acetylation gave (S)-(+)-6 and hydrogenolysis gave the primary alcohol (S)-(+)-7 which could be oxidized selectively to (S)-(+)-8 wih NaIO4/RuCl3. Alkaline hydrolysis of (+)-8 yielded 3-hydroxyhexadecanoic acid (S)-(+)-9 which could be esterified to give the methyl ester (S)-(+)-10 with >99% ee. Starting with the dioxolane (S)-(-)-1, derived from dimethyl L-malate, the 3-hydroxyhexadecanoic acid (R)-(-)-10 could be synthesised via the intemediates (S)-(-)-3, (S)-(-)-4, (R)-(+)-5, (R)-(-)-6, (R)-(-)-7 and (R)-(-)-8. Copyright (C) Elsevier Science Ltd.

Discovery of Novel Inhibitors of Uridine Diphosphate- N-Acetylenolpyruvylglucosamine Reductase (MurB) from Pseudomonas aeruginosa, an Opportunistic Infectious Agent Causing Death in Cystic Fibrosis Patients

Pseudomonas aeruginosa is of major concern for cystic fibrosis patients where this infection can be fatal. With the emergence of drug-resistant strains, there is an urgent need to develop novel antibiotics against P. aeruginosa. MurB is a promising target

2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS

The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.