1487-51-0

Usage

Uses

Used in Organic Synthesis:
1-Palmitoyl-3-O-benzyl-rac-glycerol is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block for creating a wide range of molecules with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Palmitoyl-3-O-benzyl-rac-glycerol is used as a starting material for the development of new drugs. Its chemical properties make it suitable for the synthesis of bioactive molecules with potential therapeutic applications.
Used in Cosmetics Industry:
1-Palmitoyl-3-O-benzyl-rac-glycerol is also utilized in the cosmetics industry for the formulation of skincare and hair care products. Its emollient and moisturizing properties contribute to the development of products that improve skin and hair health.
Used in Food Industry:
In the food industry, 1-PALMITOYL-3-O-BENZYL-RAC-GLYCEROL may be used as an additive or ingredient in the production of certain food products. Its properties can enhance the texture, stability, or shelf life of these products.
Used in Research and Development:
1-Palmitoyl-3-O-benzyl-rac-glycerol is also employed in research and development settings, where it is used to study the properties and behavior of glycerol derivatives and their potential applications in various fields.

Upstream product

• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 112-67-4 n-hexadecanoyl chloride 
• 57-10-3 1-hexadecylcarboxylic acid 
• 23470-00-0 2-palmitoylglycerol 
• 100-39-0 benzyl bromide 
• 56599-87-2 2-O-palmitoyl-1,3-O-benzylideneglycerol 
• 100-44-7 benzyl chloride 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 299177-67-6 3-O-benzyl-2-(8-bromooctanoyl)-1-palmitoylglycerol 
• 299177-62-1 3-O-benzyl-2-(16-bromopalmitoyl)-1-palmitoylglycerol 
• 299177-64-3 3-O-benzyl-2-(16-fluoropalmitoyl)-1-palmitoylglycerol 
• 1487-54-3 DL-α-Benzyl-β-(9,10-dibrom-stearoyl)-2'-palmitoyl-glycerin 
• 3123-73-7 1-palmitoyl-2-oleoyl-rac-glycerol 
• 69176-47-2 1,2-di-O-palmitoyl-3-O-benzyl-rac-glycerol 
• 299177-69-8 3-O-benzyl-2-(8-fluorooctanoyl)-1-palmitoylglycerol 
• 1487-53-2 DL-α-Benzyl-β-oleoyl-α'-palmitoyl-glycerin 

Relevant academic research and scientific papers

Synthesis of 1-lyso-2-palmitoyl-rac-glycero-3-phosphocholine and its regioisomers and structural elucidation by NMR spectroscopy and FAB tandem mass spectrometry

Three regioisomers of a naturally occurring lysophosphatidylcholine were chemically synthesized from glycerol. The phosphocholine moiety of the molecule was introduced by sequentially reacting with ethylene chlorophosphite, bromine, water, and trimethyl amine. Removal of a silyl protecting group of the hydroxyl group in the glycerol backbone was achieved without any accompanying acyl migration in the final stage of the synthesis by using NBS in a dimethyl sulfoxide-water cosolvent system. Structures of all regioisomers were compared by NMR spectroscopy and FAB tandem mass spectrometry.

[F-18]labeiing of 1,2-diacylglycerols

We have developed two kinds of [18F]labeled 1,2-diacylglycerols (1,2-DAGs) such as 1-(ω-[18F]fluoroacyl)-2-acylglycerols (1*,2-[18F]FDAGs) and 2-(ω[18F]fluoroacyl)-1-acylglycerols (1,2*-[18F]FDAGs) for imaging receptor-mediated phosphatidyl-inositol (PI) turnover responses by positron emission tomography (PET). The 1*,2-[18F]FDAGs were synthesized by the reaction of 2-monoacyl glycerols with ω-[18F]fluoroacyl chlorides (method A) and 1-(16-[18F]fluoro palmitoyl)-2-palmitoylglycerol (1*,2-[18F]FDAG(C16,C16)) and 1-(8-[18F]fluoro octanoyl)-2-palmitoylglycerol (1*,2-[18F]FDAG(C8,C16)) were synthesized using method A. However, during the synthesis of 1,2*-[18F]FDAGs, we adopted the hydrogenolysis to remove a benzyl group from 3-O-benzyl-2-(ω-[18F]fluoroacyl)-1-acylglycerol, which was synthesized by the nucleophilic exchange reaction of 3-O-benzyl-2-(ω-bromoacyl)-1-acylglycerol with [18F]F- (method B) and 2-(16-[18F]fluoropalmitoyl)-1-palmitoylglycerol (1,2*-[18F]FDAG(C16,C16)) and 2-(8-[18F]fluorooctanoyl)-1-palmitoylglycerol (1,2*-[18F]FDAG(C16,C8)) were produced using method B. The purified 1*,2-[18F]FDAGs were obtained in radiochemical yields of 8-35% (based on [18F]F-) with radiochemical purities of > 97% and the purified 1,2*-[18F]FDAGs were in radiochemical yields of 5-15% with radiochemical purities of > 95%. The total synthesis time from the start of the reactive [18F]F- production, including HPLC purification, was 100-135 min (method A) and 115-175 min (method B), respectively. It has already been used for more than 100 preparations of 1*,2-[18F]FDAG(C16,C16), 1*,2-[18F]FDAG (C8,C16), and 1,2*-[18F]FDAG(C16,C16), 1,2*-[18F]FDAG(C16,C8) for animal studies.

A GENERAL PROTOCOL FOR THE PREPARATION OF PHOSPHOLIPIDS VIA PHOSPHITE COUPLING

A method for the facile preparation of a variety of phospholipids and their derivatives has been developed that utilizes a highly efficient phosphite coupling procedure for the synthesis of a phosphite triester, which may then be readily transformed into the corresponding phosphate diester by sequential oxidation and O-deprotection.