92445-87-9

Upstream product

• 20779-14-0 methanesulfonic acid hexadecyl ester 
• 129940-50-7 (S)-tritylglycidol 
• 36653-82-4 1-Hexadecanol 
• 57959-37-2 3-O-hexadecyl-1,2-O-isopropylidene-sn-glycerol 
• 10550-58-0 (R)-3-(hexadecyloxy)-1,2-propanediol 
• 96093-53-7 (S)-3-(1-hexadecyloxy)-1-(trityloxy)propan-2-ol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 177167-79-2 Thioacetic acid S-((R)-1-hexadecyloxymethyl-2-trityloxy-ethyl) ester 
• 92445-89-1 ((R)-2-azido-3-(1-hexadecyloxy)propoxy)triphenylmethane 
• 1283128-67-5 N-((R)-3-(1-hexadecyloxy)-1-(trityloxy)propan-2-yl)formamide 
• 1283128-73-3 C₄₈H₆₂F₃NO₄ 
• 1283128-74-4 C₄₈H₆₂F₃NO₄ 
• 1283128-77-7 C₂₉H₄₈F₃NO₄ 
• 1283128-78-8 C₂₉H₄₈F₃NO₄ 
• 1263034-14-5 2-amino-2-deoxy-1-O-hexadecyl-3-O-trityl-sn-glycerol 
• 177167-83-8 1-O-hexadecyl-2-S-trityl-sn-2-thioglycero-3-O-phosphocholine 
• 177167-82-7 2-((R)-3-Hexadecyloxy-2-tritylsulfanyl-propoxy)-[1,3,2]dioxaphospholane 2-oxide 
• 177167-81-6 (S)-3-Hexadecyloxy-2-tritylsulfanyl-propan-1-ol 
• 177167-80-5 (R)-1-Hexadecyloxy-3-trityloxy-propane-2-thiol 
• 195832-36-1 (S)-2-Benzylsulfanyl-3-hexadecyloxy-propan-1-ol 
• 146797-82-2 1-O-hexadecyl-2-thioarachidonyl-2-deoxy-sn-glycero-3-phosphocholine 

Relevant academic research and scientific papers

Structure and synthesis of a unique isonitrile lipid isolated from the marine mollusk actinocyclus papillatus

The first chemical study of an Actinocyclidae nudibranch, Actinocyclus papillatus, resulted in the isolation of (-)-actisonitrile (1), a lipid based on a 1,3-propanediol ether skeleton. The structure was established by spectroscopic methods, whereas the a

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.