Batilol, (R)-

Base Information

• Chemical Name: Batilol, (R)-
• CAS No.: 10567-22-3
• Molecular Formula: C21H44 O3
• Molecular Weight: 344.57
• Hs Code.: 2909499000
• UNII: U43W9B128S
• Nikkaji Number: J791.311G
• Wikidata: Q105191524
• Mol file: 10567-22-3.mol

Synonyms:Batilol, (R)-;10567-22-3;(2R)-3-octadecoxypropane-1,2-diol;3-O-Octadecyl sn-Glycerol;U43W9B128S;EINECS 273-607-3;C14-22 Monoglycerides;1,2-Propanediol, 3-(octadecyloxy)-, (2R)-;3-o-octadecyl-sn-glycerol;Glycerides, C14-22, mono-;8-amine-isoquinoline;(?)-Batyl alcohol;3-octadecyl-sn-glycerol;UNII-U43W9B128S;SCHEMBL3723756;CCG-36356

Chemical Property of Batilol, (R)-

Chemical Property:

• PSA: 49.69000
• LogP: 5.61770
• Storage Temp.: -15°C
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 20
• Exact Mass: 344.32904526
• Heavy Atom Count: 24
• Complexity: 221

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-O-Octadecylsn-Glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOCC(CO)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCOC[C@@H](CO)O
• Uses: 3-O-Octadecyl sn-Glycerol is used to link zidovudine and foscarnet to prepare an antiviral duplex drug. It is also used to prepare foscarnet conjugates with antiviral activities in human cytomegalovirus-infected cells.

Technology Process of Batilol, (R)-

There total 22 articles about Batilol, (R)- 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: 90.0%

1-O-acetyl-2-methoxymethyl-3-O-octadecyl-sn-glycerol (113597-32-3) → (R)-octadecylglycerol (10567-22-3)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃; for 3h;

DOI:10.1248/cpb.35.3112

Reference yield: 82.0%

1-octadecyl-2,3-dibenzylglycerol (197306-92-6) → (R)-octadecylglycerol (10567-22-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; chloroform; for 12h; Ambient temperature;

DOI:10.1016/S0957-4166(97)00341-8

Reference yield: 81.5%

1,2-Di-O-isopropyliden-3-O-octadecyl-sn-glycerin (10585-86-1) → (R)-octadecylglycerol (10567-22-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 1h; Heating;

DOI:10.1002/hlca.19820650339

upstream raw materials:

n-iodooctadecane

1,2-O-isopropylidene-D-glycerol

1-hydroxy-3-octadecyloxy-propan-2-one

Ro 15-4454

Downstream raw materials:

1-O-(4-monomethoxytrityl)-3-O-octadecyl-sn-glycerol

2,3-di-O-benzoyl-1-O-octadecyl-sn-glycerol

2-O-Benzyl-1-O-octadecyl-3-O-trityl-sn-glycerin

2-O-Acetyl-3-O-benzyl-1-O-octadecyl-sn-glycerin

Refernces

• 1、 Cesarotti, Edoardo,Antognazza, Patrizia,Pallavicini, Marco,Villa, Luigi. "Synthesis and Ruthenium-Catalyzed Enantioselective Hydrogenation of 3-O-Substituted 1,3-dihydroxypropan-2-ones". . p. 2344 - 2349. Retrieved 1993.
• 2、 North, E. Jeffrey,Osborne, Daniel A.,Bridson, Peter K.,Baker, Daniel L.,Parrill, Abby L.. "Autotaxin structure-activity relationships revealed through lysophosphatidylcholine analogs". experimental part. p. 3433 - 3442. Retrieved 2009/09/30.
• 3、 Xia, Jie,Hui, Yong-Zheng. "The chemical synthesis of a series of ether phospholipids from D-mannitol and their properties". . p. 3131 - 3142. Retrieved 2007/10/03.