Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester

Base Information

• Chemical Name: Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester
• CAS No.: 143326-04-9
• Molecular Formula: C₆₂H₁₀₁N₂O₁₆P
• Molecular Weight: 1161.46
• Mol file: 143326-04-9.mol

Synonyms:

Chemical Property of Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester

There total 2 articles about Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester 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:

rac-3-Benzoylceramide (41899-51-8) → Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester (143326-04-9,143393-16-2,143393-17-3,143393-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / diisopropylammonium tetrazolide / CH₂Cl₂

2: 90 percent Spectr_. / 1H-tetrazole / acetonitrile; CH₂Cl₂ / 0.25 h

With 1H-tetrazole; N,N-diisopropylamine tetrazolide; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(00)92684-4

Reference yield:

1(3),2,4(6),5,6(4)-penta-O-acetyl-sn-myo-inositol (5517-47-5,5517-50-0,5517-51-1,24916-53-8,26151-27-9,35427-06-6,35519-39-2,50897-15-9,52389-41-0,52389-44-3,66900-53-6,90366-33-9,90366-38-4,123538-44-3) + Benzoic acid 1-{2-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester (139472-73-4,143393-12-8,143393-13-9) → Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester (143326-04-9,143393-16-2,143393-17-3,143393-18-4)

Guidance literature:

With 1H-tetrazole; In dichloromethane; acetonitrile; for 0.25h;

DOI:10.1016/S0040-4039(00)92684-4

Reference yield:

Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester (143326-04-9,143393-16-2,143393-17-3,143393-18-4) → Ceramide phosphoinositol (143326-07-2,143393-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: t-BuO₂H

2: t-BuNH₂ / 0.5 h / 20 °C

3: 91 percent / NaOMe / methanol

With tert.-butylhydroperoxide; sodium methylate; tert-butylamine; In methanol;

DOI:10.1016/S0040-4039(00)92684-4

upstream raw materials:

1⁽³⁾,2,4⁽⁶⁾,5,6⁽⁴⁾-penta-O-acetyl-sn-myo-inositol

Benzoic acid 1-{2-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester

rac-3-Benzoylceramide

Downstream raw materials:

Benzoic acid 1-{2-[(2-cyano-ethoxy)-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphoryloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester

Ceramide phosphoinositol

Benzoic acid 1-{2-[hydroxy-((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentaacetoxy-cyclohexyloxy)-phosphoryloxy]-1-octadecanoylamino-ethyl}-hexadecyl ester