Hexacosanoyl chloride

Base Information

• Chemical Name: Hexacosanoyl chloride
• CAS No.: 145411-41-2
• Molecular Formula: C26H51ClO
• Molecular Weight: 415.143
• Mol file: 145411-41-2.mol

Synonyms:Hexacosanoylchlorid;ceroyl chloride;hexacosanoic acid chloride;cerotyl chloride;

Chemical Property of Hexacosanoyl chloride

Chemical Property:

• Boiling Point: 425.5±8.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.890±0.06 g/cm3(Predicted)
• LogP: 10.13410

Purity/Quality:

HexacosanoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Hexacosanoyl Chloride is a reagent in the synthesis of aglycoside analog of immunostimulant galactosylceramide (KRN7000) via diastereoselective alkenylalane addn. and epoxidn./carbamate ring opening

Technology Process of Hexacosanoyl chloride

There total 2 articles about Hexacosanoyl chloride 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: 100.0%

1-hexacosanoic acid (506-46-7) → hexacosanoyl chloride (145411-41-2)

Guidance literature:

With oxalyl dichloride; In benzene; at 60 ℃; for 1h;

DOI:10.1039/c3md00073g

Reference yield:

→ hexacosanoyl chloride (145411-41-2)

Guidance literature:

With phosphorus pentachloride;

Reference yield: 94.0%

hexacosanoyl chloride (145411-41-2) + (2S,3S,4R)-3,4-di-O-benzyl-2-(methylamino)-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)octadecane-1,3,4-triol → (2S,3S,4R)-3,4-di-O-benzyl-2-(N-methylhexacosanamido)-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)octadecane-1,3,4-triol

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃;

DOI:10.1039/c3md00073g

upstream raw materials:

1-hexacosanoic acid

Downstream raw materials:

1-cyclohexyloxy-hexatriacontan-11-one

Hexacosanoic acid {(1S,2S,3R)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-heptadecyl}-amide

Hexacosanoic acid {(1S,2R,3S)-2,3-dihydroxy-1-[2-((2R,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-heptadecyl}-amide

2,6-Dihydroxy-hentriacontan

Refernces

• 1、 Borràs-Tudurí, Roser,Alcaide, Anna,Aspeslag, Sandrine,Usero, Lorena,Serra, Carmen,Roura-Mir, Carme,Elewaut, Dirk,Llebaria, Amadeu. "New Paradigm in NKT Cell Antigens: MCS-0208 (2-(Hydroxymethyl)phenylthio-phytoceramide) – an Aryl-Phytoceramide Compound with a Single Hydroxyl Group Stimulates NKT Cells". . p. 2491 - 2496. Retrieved 2021.
• 2、 Hamada, Masahiro,Ihsan, Abu Bin,Koyama, Yasuhito,Miyazaki, Ryo,Nakajima, Noriyuki,Nargis, Mahmuda. "Effects of Glycon and Temperature on Self-Assembly Behaviors of α-Galactosyl Ceramide in Water". . p. 7936 - 7944. Retrieved 2021.
• 3、 Matsumaru, Takanori,Ikeno, Risa,Shuchi, Yusuke,Iwamatsu, Toshiki,Tadokoro, Takashi,Yamasaki, Sho,Fujimoto, Yukari,Furukawa, Atsushi,Maenaka, Katsumi. "Synthesis of glycerolipids containing simple linear acyl chains or aromatic rings and evaluation of their Mincle signaling activity". supporting information. p. 711 - 714. Retrieved 2019/02/06.