Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 176683-46-8
• Molecular Formula: C₇₀H₁₂₅ClN₃O₁₁P
• Molecular Weight: 1251.2
• Mol file: 176683-46-8.mol

Synonyms:

Chemical Property of Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester

There total 4 articles about Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl 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: 37.0%

N4-Palmitoyl-1-β-D-arabinofuranosylcytosin (55726-45-9) + Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (176683-44-6) → Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester (176683-46-8)

Guidance literature:

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; for 1.66667h;

Reference yield:

1,2-Dioctadecyl-3-benzyl-sn-glycerin (96969-38-9) → Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester (176683-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / H₂ / Pd/C / ethyl acetate

2: 74 percent / Et₃N / CHCl₃ / 1.) ice bath, 20 min, 2.) r.t., 3.5 h

3: 37 percent / pyridine, 2,4,6-triisopropylbenzenesulfonyl chloride, N-methylimidazole / 1.67 h

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; triethylamine; palladium on activated charcoal; In chloroform; ethyl acetate;

Reference yield:

2,3-bis(octadecyloxy)propan-1-ol (6076-38-6) → Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester (176683-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / Et₃N / CHCl₃ / 1.) ice bath, 20 min, 2.) r.t., 3.5 h

2: 37 percent / pyridine, 2,4,6-triisopropylbenzenesulfonyl chloride, N-methylimidazole / 1.67 h

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; triethylamine; In chloroform;

upstream raw materials:

N⁴-Palmitoyl-1-β-D-arabinofuranosylcytosin

Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester

2,3-bis(octadecyloxy)propan-1-ol

1,2-Dioctadecyl-3-benzyl-sn-glycerin