1-Palmitoyl-3-O-benzyl-rac-glycerol

Base Information

• Chemical Name: 1-Palmitoyl-3-O-benzyl-rac-glycerol
• CAS No.: 1487-51-0
• Molecular Formula: C₂₆H₄₄O₄
• Molecular Weight: 420.633
• DSSTox Substance ID: DTXSID90554320
• Nikkaji Number: J1.207.897H
• Mol file: 1487-51-0.mol

Synonyms:1-Palmitoyl-3-O-benzyl-rac-glycerol;1487-51-0;(2-hydroxy-3-phenylmethoxypropyl) hexadecanoate;3-(Benzyloxy)-2-hydroxypropyl palmitate;Hexadecanoic acid, 2-hydroxy-3-(phenylmethoxy)propyl ester;3-(BENZYLOXY)-2-HYDROXYPROPYL HEXADECANOATE;DTXSID90554320;AKOS030255428;J-008513

Chemical Property of 1-Palmitoyl-3-O-benzyl-rac-glycerol

Chemical Property:

• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 21
• Exact Mass: 420.32395988
• Heavy Atom Count: 30
• Complexity: 379

Purity/Quality:

98%Min ^*data from raw suppliers

1-Palmitoyl-3-O-benzyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COCC1=CC=CC=C1)O
• Uses: 1-Palmitoyl-3-O-benzyl-rac-glycerol (cas# 1487-51-0) is a compound useful in organic synthesis.

Technology Process of 1-Palmitoyl-3-O-benzyl-rac-glycerol

There total 7 articles about 1-Palmitoyl-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: 44.0%

2-palmitoylglycerol (23470-00-0) + benzyl bromide (100-39-0) → 1-O-benzyl-3-O-palmitoyl-rac-glycerol (1487-51-0) + 1-O-benzyl-2-O-palmitoyl-rac-glycerol (22128-35-4)

Guidance literature:

With silver(l) oxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1016/S0040-4020(03)00282-5

Reference yield: 30.0%

3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) + n-hexadecanoyl chloride (112-67-4) → 1-O-benzyl-3-O-palmitoyl-rac-glycerol (1487-51-0)

Guidance literature:

With pyridine; In chloroform; at 20 ℃; for 48h;

DOI:10.1002/1099-1344(200008)43:9<943::AID-JLCR379>3.0.CO;2-V

Reference yield:

2-O-palmitoyl-1,3-O-benzylideneglycerol (56599-87-2) → 1-O-benzyl-3-O-palmitoyl-rac-glycerol (1487-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / hydrogen / Pd/C / ethyl acetate / 72 h / 20 °C

2: 33 percent / silver(I) oxide / CH₂Cl₂ / 5 h / 20 °C

With hydrogen; silver(l) oxide; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(03)00282-5

upstream raw materials:

3-benzyloxypropan-1,2-diol

n-hexadecanoyl chloride

1-hexadecylcarboxylic acid

2-palmitoylglycerol

Downstream raw materials:

3-O-benzyl-2-(8-fluorooctanoyl)-1-palmitoylglycerol

3-O-benzyl-2-(8-bromooctanoyl)-1-palmitoylglycerol

3-O-benzyl-2-(16-bromopalmitoyl)-1-palmitoylglycerol

3-O-benzyl-2-(16-fluoropalmitoyl)-1-palmitoylglycerol