Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester

Base Information

• Chemical Name: Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester
• CAS No.: 195970-40-2
• Molecular Formula: C₅₂H₉₆NO₆P
• Molecular Weight: 862.311
• Mol file: 195970-40-2.mol

Synonyms:Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester

Chemical Property of Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester

There total 5 articles about Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl 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: 99.0%

1,2-distearoyl-sn-glycerol (1429-59-0,10567-21-2) + benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite (108549-21-9) → Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester (195970-40-2)

Guidance literature:

With 1H-tetrazole;

DOI:10.1248/cpb.45.1521

Reference yield:

3-O-Benzyl-1-O-octadecanoyl-sn-glycerin (4145-51-1,6236-22-2,116947-35-4,988-76-1) → Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester (195970-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / N,N-dimethylaminopyridine / pyridine; CH₂Cl₂ / 0 - 20 °C

2: 83 percent / H₂ / Pd/C / ethyl acetate / 20 °C

3: 69 percent / 1H-tetrazole / CH₂Cl₂ / 20 °C

With 1H-tetrazole; dmap; hydrogen; palladium on activated charcoal; In pyridine; dichloromethane; ethyl acetate; 1: Acylation / 2: Hydrogenolysis / 3: Substitution;

DOI:10.1016/S0040-4020(00)00161-7

Reference yield:

3-O-benzyl-1,2-dioctadecanoyl-sn-glycerol (56586-08-4,7145-33-7) → Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester (195970-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / H₂ / Pd/C / ethyl acetate / 20 °C

2: 69 percent / 1H-tetrazole / CH₂Cl₂ / 20 °C

With 1H-tetrazole; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate; 1: Hydrogenolysis / 2: Substitution;

DOI:10.1016/S0040-4020(00)00161-7

upstream raw materials:

1,2-distearoyl-sn-glycerol

benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

3-O-Benzyl-1-O-octadecanoyl-sn-glycerin

3-O-benzyl-1,2-dioctadecanoyl-sn-glycerol

Downstream raw materials:

(1R,2R)-1-O-(benzyl-1,2-di-O-stearoyl-sn-glycero-3-phosphoryl)-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)cylcohexane-1,2-diol

2-O-(benzyloxy-1,2-di-O-stearoyl-sn-glycero-3-phosphoryl)-1,3-bis-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)glycerol

1-O-((2R)-benzyl-1,2-di-O-stearoyl-sn-glycero-3-phosphoryl)-2-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl]-1,2-ethanediol