D-SPHINGOSINE HCL

Base Information

• Chemical Name: D-SPHINGOSINE HCL
• CAS No.: 2673-72-5
• Molecular Formula: C18H37 N O2 . Cl H
• Molecular Weight: 335.958
• Hs Code.: 2922190090
• Mol file: 2673-72-5.mol

Synonyms:4-Octadecene-1,3-diol,2-amino-, hydrochloride, (2S,3R,4E)- (9CI); 4-Octadecene-1,3-diol, 2-amino-,hydrochloride, (E)-D-erythro- (8CI); 4-Octadecene-1,3-diol, 2-amino-,hydrochloride, [R-[R*,S*-(E)]]-;D-erythro-1,3-Dihydroxy-2-amino-trans-4-octadecene hydrochloride

Chemical Property of D-SPHINGOSINE HCL

Chemical Property:

• PSA: 66.48000
• LogP: 5.42650

Purity/Quality:

99% ^*data from raw suppliers

D-Sphingosine(HClsalt) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Inhibitor of protein kinase C and calmodulin-dependent enzymes, but may stimulate mast cells by activation of protein kinase C

Technology Process of D-SPHINGOSINE HCL

There total 8 articles about D-SPHINGOSINE HCL 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: 86.0%

triisopropoxytitanium(IV) chloride (20717-86-6) + (E)-hexadec-2-enal (3163-37-9,51534-41-9,22644-96-8) + ethyl-((2-hydroxypinan-3-ylene)amino)acetate → (2S,3R,E)-2-aminooctadec-4-ene-1,3-diol hydrochloride (2673-72-5)

Guidance literature:

triisopropoxytitanium(IV) chloride; (E)-hexadec-2-enal; ethyl-((2-hydroxypinan-3-ylene)amino)acetate; With triethylamine; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 72h;

With sodium tetrahydroborate; water; In ethanol; at 0 ℃; for 72h;

Reference yield: 84.0%

N-tert-butyloxycarbonylsphingosine (116467-63-1) → (2S,3R,E)-2-aminooctadec-4-ene-1,3-diol hydrochloride (2673-72-5)

Guidance literature:

With acetyl chloride; In methanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2016.08.008

Reference yield: 75.0%

tert-butyl (4S)-4-[(1R,2E)-1-hydroxy-2-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (115464-03-4) → (2S,3R,E)-2-aminooctadec-4-ene-1,3-diol hydrochloride (2673-72-5)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1002/chir.23179

upstream raw materials:

1-Tetradecanol

triisopropoxytitanium(IV) chloride

(E)-hexadec-2-enal

2-((E)-((1S,2S,5S)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ylidene)amino) acetate

Downstream raw materials:

2-azido-sphingosine

N-myristoylceramide

(2S,3R,4E)-2-(hexadecanoylamido)-4-octadecene-1,3-diol

(2S,3R,4E)-2-(N-stearoylamino)-4-octadecene-1,3-diol