Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester

Base Information

• Chemical Name: Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester
• CAS No.: 197303-72-3
• Molecular Formula: C₆₉H₁₀₉ClN₃O₁₈P
• Molecular Weight: 1335.06

Synonyms:Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester

Chemical Property of Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester

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Technology Process of Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester

There total 8 articles about Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-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: 95.0%

2',3',N4-trilevulinyl-1-β-D-arabinofuranosylcytosine (83200-46-8) + Octadecanoic acid (R)-2-[(2-chloro-phenoxy)-hydroxy-phosphoryloxy]-1-octadecanoyloxymethyl-ethyl ester; compound with triethyl-amine → Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester (197303-72-3)

Guidance literature:

With pyridine; 1-methyl-1H-imidazole; 2-mesitylenesulphonyl chloride; for 0.333333h;

DOI:10.1016/S0009-3084(97)00056-X

Reference yield:

4-Oxo-pentanoic acid (2R,3R,4S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-4-(4-oxo-pentanoyloxy)-tetrahydro-furan-3-yl ester (197303-62-1) → Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester (197303-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / aq. AcOH / 3 h / Ambient temperature

2: 95 percent / 2-mesitylenesulfonyl chloride, 1-methylimidazole / pyridine / 0.33 h

With 1-methyl-1H-imidazole; 2-mesitylenesulphonyl chloride; acetic acid; In pyridine;

DOI:10.1080/07328319808004734

Reference yield:

1,2-distearoyl-sn-glycerol (1429-59-0,10567-21-2) → Octadecanoic acid (R)-2-{(2-chloro-phenoxy)-[(2R,3R,4S,5R)-5-[2-oxo-4-(4-oxo-pentanoylamino)-2H-pyrimidin-1-yl]-3,4-bis-(4-oxo-pentanoyloxy)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-1-octadecanoyloxymethyl-ethyl ester (197303-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / CH₂Cl₂; acetonitrile / 0.33 h / Ambient temperature

2: 95 percent / 2-mesitylenesulfonyl chloride, 1-methylimidazole / pyridine / 0.33 h

With pyridine; 1-methyl-1H-imidazole; 2-mesitylenesulphonyl chloride; In pyridine; dichloromethane; acetonitrile;

DOI:10.1080/07328319808004734

upstream raw materials:

2',3',N⁴-trilevulinyl-1-β-D-arabinofuranosylcytosine

1,2-distearoyl-sn-glycerol

4-Amino-1-{(2R,3S,4S,5R)-3,4-dihydroxy-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-1H-pyrimidin-2-one

O^5'-(4-methoxy-trityl)-cytidine

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