177167-79-2

Upstream product

• 57959-37-2 3-O-hexadecyl-1,2-O-isopropylidene-sn-glycerol 
• 506-03-6 chimyl alcohol 
• 89496-73-1 4-(n-hexadecyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 92471-46-0 (R)-3-(1-hexadecyloxy)-1-(trityloxy)propan-2-ol 
• 507-09-5 tiolacetic acid 
• 6140-88-1 hexadecane-1-sulfonic acid 
• 96093-53-7 (S)-3-(1-hexadecyloxy)-1-(trityloxy)propan-2-ol 
• 20779-14-0 methanesulfonic acid hexadecyl ester 
• 10550-58-0 (R)-3-(hexadecyloxy)-1,2-propanediol 
• 92445-87-9 (S)-3-(1-hexadecyloxy)-1-(trityloxy)propan-2-yl methanesulfonate 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 96801-55-7 1-O-hexadecyl-2-deoxy-2-thio-S-acetyl-sn-glyceryl-3-phosphorylcholine 
• 177167-83-8 1-O-hexadecyl-2-S-trityl-sn-2-thioglycero-3-O-phosphocholine 
• 177167-81-6 (S)-3-Hexadecyloxy-2-tritylsulfanyl-propan-1-ol 
• 146797-82-2 1-O-hexadecyl-2-thioarachidonyl-2-deoxy-sn-glycero-3-phosphocholine 
• 177167-80-5 (R)-1-Hexadecyloxy-3-trityloxy-propane-2-thiol 

Relevant academic research and scientific papers

Platelet activating factor derivative and synthesis method thereof

The invention belongs to the technical field of chemical synthesis and discloses a platelet activating factor derivative with a formula (I) structure, wherein a substituent group R refers to an acryl group. A synthetic route includes nine-step reaction by taking chiral source S-configuration solketal as a starting reactant. The method is adopted for synthesis of a 2-sulfo platelet activating factor and a derivative thereof for the first time and has advantages of high yield, easiness in separation and the like. Low-cost batch synthesis of 2-S-PAF and the derivative thereof is realized, and significances to activity research of 2-S-PAF and the derivative thereof, biological experiments, clinical application and disease treatment are achieved.

A Stereoselective and Highly Practical Synthesis of Cytosolic Phospholipase A2 Substrate, 2-S-Arachidonoyl-1-O-hexadecyl-sn-2-thioglycero-3-O-phosphocholine

The substrate 1 of cytosolic phospholipase A2 (cPLA2) is an ether-type thiophospholipid with arachidonic acid at the C-2 position and is required for the chromogenic assay for reliable and convenient high throughput screening. The original method of synthesis of 1 has significant problems, resulting in extremely low overall yield and purity. We developed a novel and highly practical method of preparing sufficient quantities of pure 1 for assay. Our synthetic sequence is started with commercially available 1,2-O-isopropylidene-sn-grycerol (5) and is based on the following key steps: trityl migration reaction of 10 with boron trifluoride etherate to form 13, phosphocholine-forming reaction of 13 to yield 15, and efficient conversion of 15 into 1 by deprotection of a trityl group and condensation with arachidonic acid. Our method offers a practical means of large-scale production of 1 with excellent high chemical purity, because of the introduction of arachidonic acid at the last step of the synthetic sequence.