369357-45-9

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 71998-68-0 (±)-6-benzyloxyhexan-1,2-diol 
• 821-41-0 5-Hexen-1-ol 
• 59137-50-7 6-benzyloxy-1-hexene 
• 100-39-0 benzyl bromide 

Downstream Products

• 369357-31-3 6-benzyloxy-2-(tert-butyldimethylsilanyloxy)hexyl 4-methylbenzenesulfonate 
• 369357-47-1 (5-benzyloxy-1-(iodomethyl)pentyloxy)-tert-butyldimethylsilane 
• 369357-33-5 diethyl 2-[6-benzyloxy-2-(tert-butyldimethylsilanyloxy)hexyl]malonate 
• 1424400-60-1 (±)-2-acetoxy-6-benzyloxyhexyl tosylate 
• 555-92-0 (S)-coniine hydrochloride 
• 740817-77-0 (S)-8-(benzyloxy)oct-1-en-4-ol 
• 1424400-66-7 (R)-4-azido-8-benzyloxyoct-1-ene 
• 1424400-67-8 (R)-8-benzyloxy-4-(tert-butoxycarbonyl)aminooct-1-ene 
• 1424400-63-4 (R)-6-(benzyloxy)-2-hydroxyhexyl-4-methylbenzenesulfonate 
• 1424400-62-3 (S)-2-acetoxy-6-benzyloxyhexyl tosylate 

Relevant academic research and scientific papers

Synthesis of optically active heterocyclic compounds via deracemization of 1,2-diol monotosylate derivatives bearing a long aliphatic chain by a combination of enzymatic hydrolysis with Mitsunobu inversion

We have succeeded in accomplishing the deracemization of (±)-2-acetoxydecyl and (±)-acetoxy-6-benzyloxyhexyl tosylates, which have a long substituent, via an enzyme-mediated enantioselective hydrolysis with a Mitsunobu inversion using polymer-supported triphenylphosphine to afford the corresponding (S)-enantiomer. Enantiomerically pure (S)- and (R)-γ-dodecalactones, a fruit flavor, were synthesized from (S)-2-acetoxydecyl tosylate as the mutual starting material. The poisonous alkaloid (S)-coniine was also synthesized using enantiomerically pure allyl amine as the key intermediate derived from (S)-acetoxy-6-benzyloxyhexyl tosylate.

Synthesis and biological evaluation of several structural analogs of 2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand

2-Arachidonoylglycerol (2-AG (1)) is an endogenous ligand for the cannabinoid receptors (CB1 and CB2). There is growing evidence that 2-arachidonoylglycerol plays important physiological and pathophysiological roles in various mammalian tissues and cells,

Synthesis and biological activities of novel structural analogues of 2-arachidonoylglycerol, an endogenous cannabinoid receptor ligand

Novel analogues of 2-arachidonoylglycerol (2-AG), an endogenous cannabinoid receptor ligand, were developed. Chemical synthesis of these analogues (2-AGA105 and 2-AGA109) was accomplished starting from 2-octyn-1-ol and diethyl malonate and employing Wittig coupling of triene phosphonate with an aldehyde intermediate in a convergent and stereoselective manner. These analogues should be useful lead compounds for the development of novel 2-AG mimetics.