L-ALPHA-PALMITIN

Base Information

• Chemical Name: L-ALPHA-PALMITIN
• CAS No.: 5309-46-6
• Molecular Formula: C₁₉H₃₈O₄
• Molecular Weight: 330.508
• Mol file: 5309-46-6.mol

Synonyms:L-ALPHA-PALMITIN;3-PALMITOYL-SN-GLYCEROL;(R)-GLYCEROL 1-PALMITATE

Chemical Property of L-ALPHA-PALMITIN

Chemical Property:

• PSA: 66.76000
• LogP: 4.36410
• Storage Temp.: -15°C

Purity/Quality:

3-Palmitoyl-sn-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-ALPHA-PALMITIN

There total 21 articles about L-ALPHA-PALMITIN 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: 93.0%

(S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol (22323-82-6,36543-79-0) + n-hexadecanoyl chloride (112-67-4) → (R)-2,3-dihydroxypropyl n-hexadecanoate (19670-51-0,32899-41-5,542-44-9,5309-46-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 22 ℃; for 3h;

DOI:10.1021/cg101654c

Reference yield: 93.0%

(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-hexadecanoate (119617-61-7) → (S)-2,3-dihydroxypropyl hexadecanoic acid ester (542-44-9,5309-46-6,19670-51-0,32899-41-5)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

DOI:10.1039/c9ob02302j

Reference yield: 92.5%

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-hexadecanoate (57416-03-2) → (R)-2,3-dihydroxypropyl n-hexadecanoate (19670-51-0,32899-41-5,542-44-9,5309-46-6)

Guidance literature:

With boric acid; In 2-methoxy-ethanol; for 2h; Heating;

DOI:10.1002/1522-2675(20001004)83:10<2756::AID-HLCA2756>3.0.CO;2-I

upstream raw materials:

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-hexadecanoate

1-O-trityl-3-O-palmitoyl-sn-glycerol

1-hexadecylcarboxylic acid

n-hexadecanoyl chloride

Downstream raw materials:

(S)-2,3-di[(E)-2-methyl-2-butenoyloxy]propyl n-hexadecanoate

sn-1,2-dioleoyl-3-palmitoylglycerol

3-hexadecanoyl-1,2-di(cis-hexadec-9-enoyl)-sn-glycerol

(R)-2,3-di[(E)-2-methyl-2-butenoyloxy]propyl n-hexadecanoate

Refernces

• 1、 Gudmundsson, Haraldur G.,Linderborg, Kaisa M.,Kallio, Heikki,Yang, Baoru,Haraldsson, Gudmundur G.. "Synthesis of enantiopure ABC-type triacylglycerols". . . Retrieved 2019/12/26.
• 2、 Ni, Guanghui,Li, Zhiyuan,Liang, Kangjiang,Wu, Ting,De Libero, Gennaro,Xia, Chengfeng. "Synthesis and evaluation of immunostimulant plasmalogen lysophosphatidylethanolamine and analogues for natural killer T cells". . p. 2966 - 2973. Retrieved 2014/05/20.