Cedefingol

Base Information

• Chemical Name: Cedefingol
• CAS No.: 35301-24-7
• Molecular Formula: C₂₀H₄₁NO₃
• Molecular Weight: 343.55
• Hs Code.: 2924199090
• UNII: 81HH79X39W
• Nikkaji Number: J550.680H
• Wikidata: Q27269245
• NCI Thesaurus Code: C78081
• ChEMBL ID: CHEMBL2104082
• Mol file: 35301-24-7.mol

Synonyms:Cedefingol;35301-24-7;Cedefingol [USAN:INN];SPC-101210;UNII-81HH79X39W;81HH79X39W;SPC-10121O;SPC 101210;L-threo-2-Acetamido-1,3-octadecanediol;N-((1S,2S)-2-Hydroxy-1-(hydroxymethyl)heptadecyl)acetamide;N-((2S,3S)-1,3-dihydroxyoctadecan-2-yl)acetamide;N-[(2S,3S)-1,3-DIHYDROXYOCTADECAN-2-YL]ACETAMIDE;N-[(1S,2S)-2-Hydroxy-1-(hydroxymethyl)heptadecyl]acetamide;CEDEFINGOL [INN];Cedefingol (USAN/INN);CEDEFINGOL [USAN];D03419;SPC101210;SCHEMBL6593;CHEMBL2104082;AKOS040746680;Q27269245;Acetamide, N-((1S,2S)-2-hydroxy-1-(hydroxymethyl)heptadecyl)-;Acetamide, N-(2-hydroxy-1-(hydroxymethyl)heptadecyl)-, (S-(R*,R*))-

Chemical Property of Cedefingol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 531.843°C at 760 mmHg
• Flash Point: 275.449°C
• PSA: 69.56000
• Density: 0.953g/cm³
• LogP: 4.71650
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 343.30864417
• Heavy Atom Count: 24
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

CEDEFINGOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(C(CO)NC(=O)C)O
• Isomeric SMILES: CCCCCCCCCCCCCCC[C@@H]([C@H](CO)NC(=O)C)O
• Uses: Antineoplastic (adjunct); antipsoriatic.

Technology Process of Cedefingol

There total 25 articles about Cedefingol 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:

dihydrosphingosine (3102-56-5) + acetyl chloride (75-36-5) → N-acetyldihydrosphingosine (13031-64-6,13552-12-0,26561-61-5,35301-24-7,35301-25-8,35301-26-9,54565-38-7,54868-49-4)

Guidance literature:

With sodium acetate; acetic acid; In tetrahydrofuran;

Reference yield:

(+/-)-threo-dihydro-sphingosine (764-22-7,2304-75-8,3102-56-5,3102-60-1,6036-76-6,6036-86-8,13552-09-5,15639-50-6,73938-69-9) + acetyl chloride (75-36-5) → N-((1RS,2RS)-2-hydroxy-1-hydroxymethyl-heptadecyl)-acetamide (13031-64-6,13552-12-0,26561-61-5,35301-24-7,35301-25-8,35301-26-9,54565-38-7,54868-49-4)

Guidance literature:

acetyl chloride; With pyridine; In 1-methyl-pyrrolidin-2-one; at 20 ℃;

(+/-)-threo-dihydro-sphingosine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/ja017576o

Reference yield:

→ N-acetyldihydrosphingosine (13031-64-6,13552-12-0,26561-61-5,35301-24-7,35301-25-8,35301-26-9,54565-38-7,54868-49-4)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether;

DOI:10.1021/ja01542a034

upstream raw materials:

N,O,O-triacetyl-L-threo-C₁₈-dihydrosphingosine

(2S,3S,4E)-2-N-acetylamino-1,3-dihydroxyoctadec-4-ene

(n-tetradecyl)triphenylphosphonium bromide

N-[(1S,2R)-3-Hydroxy-2-(2-trimethylsilanyl-ethoxymethoxy)-1-(2-trimethylsilanyl-ethoxymethoxymethyl)-propyl]-acetamide

Downstream raw materials:

dihydrosphingosine

Refernces

• 1、 Chang, Young-Tae,Choi, Jaehwa,Ding, Sheng,Prieschl, Eva E.,Baumruker, Thomas,Lee, Jae-Mok,Chung, Sung-Kee,Schultz, Peter G.. "The synthesis and biological characterization of a ceramide library". . p. 1856 - 1857. Retrieved 2007/10/03.
• 2、 Bongini, Alessandro,Cardillo, Giuliana,Orena, Mario,Sandri, Sergio,Tomasini, Claudia. "Iodocyclofunctionalization of (Z)-1-Trichloroacetimidoyloxyalk-2-enes and 3-Trichloroacetimidoyloxyalk-1-enes. Synthesis of (+/-)-erythro-Sphinganine Triacetate and (+/-)-threo-Sphinganine Triacetate". . p. 1339 - 1344. Retrieved 2007/10/02.