1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol

Base Information

• Chemical Name: 1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol
• CAS No.: 69176-47-2
• Molecular Formula: C42H74O5
• Molecular Weight: 659.047
• DSSTox Substance ID: DTXSID20401070
• Nikkaji Number: J1.207.900A
• Mol file: 69176-47-2.mol

Synonyms:1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol;69176-47-2;(2-hexadecanoyloxy-3-phenylmethoxypropyl) hexadecanoate;SCHEMBL1101589;DTXSID20401070;AKOS027378581;3-O-benzyl-1,2-dipalmitoyl-rac-glycerol;3-(Benzyloxy)propane-1,2-diyl dipalmitate;FT-0641226;D-5920;D-5925;Hexadecanoic Acid 1-[(Phenylmethoxy)methyl]-1,2-ethanediyl Ester;(+/-)-Hexadecanoic Acid 1-[(Phenylmethoxy)methyl]-1,2-ethanediyl Ester

Chemical Property of 1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol

Chemical Property:

• PSA: 61.83000
• LogP: 12.62080
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 16.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 37
• Exact Mass: 658.55362546
• Heavy Atom Count: 47
• Complexity: 674

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COCC1=CC=CC=C1)OC(=O)CCCCCCCCCCCCCCC
• Uses: 1,2-Dipalmitoyl-3-o-benzyl-rac-glycerol is used to prepare glycerophospholipid derivatives as antioxidants and lipid peroxide inhibitors.

Technology Process of 1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol

There total 12 articles about 1,2-Dipalmitoyl-3-O-benzyl-rac-glycerol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

Benzyloxymethyl-oxiran (2930-05-4) + 1-hexadecylcarboxylic acid (57-10-3) → 1,2-di-O-palmitoyl-3-O-benzyl-rac-glycerol (69176-47-2)

Guidance literature:

With toluene-4-sulfonic acid; In 1-Propyl acetate; at 90 ℃; for 8h;

Reference yield: 83.0%

3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) + n-hexadecanoyl chloride (112-67-4) → 1,2-di-O-palmitoyl-3-O-benzyl-rac-glycerol (69176-47-2)

Guidance literature:

With dmap;

DOI:10.1016/0039-128X(95)00003-9

Reference yield: 80.0%

3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) + 1-hexadecylcarboxylic acid (57-10-3) → 1,2-di-O-palmitoyl-3-O-benzyl-rac-glycerol (69176-47-2)

Guidance literature:

1-hexadecylcarboxylic acid; With dmap; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

3-benzyloxypropan-1,2-diol;

DOI:10.3390/molecules24081540

upstream raw materials:

3-benzyloxypropan-1,2-diol

n-hexadecanoyl chloride

1-hexadecylcarboxylic acid

4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

(2-Chlorophenyl) (1,2-di-O-palmitoylglyceryl) phosphate

Hexadecanoic acid 2-{(2-chloro-phenoxy)-[(2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester

Hexadecanoic acid 2-[((S)-2-benzyloxycarbonyl-2-benzyloxycarbonylamino-ethoxy)-phenoxy-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

C₄₄H₇₉N₃O₁₅P₂^(2-)*2Na⁽¹⁺⁾