4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 199436-72-1
• Molecular Formula: C₄₄H₄₂ClN₈O₁₂PS
• Molecular Weight: 973.357
• Mol file: 199436-72-1.mol

Synonyms:

Chemical Property of 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

There total 10 articles about 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl 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:

C65H60ClN8O14PS (199436-67-4) → 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (199436-72-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at -50 ℃; for 0.0833333h;

DOI:10.1080/07328319808004743

Reference yield:

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine (91592-66-4) → 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (199436-72-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: bis(2-chlorophenyl)phosphorochloridate; pyridine / CH₂Cl₂ / 0.08 h / -40 °C

3: pyridine / CH₂Cl₂ / 0.25 h / -40 °C

4: HCl / CH₂Cl₂; dioxane / 0.08 h / -50 °C

With pyridine; hydrogenchloride; bis(2-chlorophenyl) chlorophosphate; In 1,4-dioxane; dichloromethane; 1: Esterification / 2: Chlorination / 3: Substitution / 4: Hydrolysis;

Reference yield:

Triethylammonium 6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 3'-H-phosphonate (118352-75-3) → 4-Oxo-pentanoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(4-chloro-phenylsulfanyl)-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (199436-72-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: bis(2-chlorophenyl)phosphorochloridate; pyridine / CH₂Cl₂ / 0.08 h / -40 °C

3: pyridine / CH₂Cl₂ / 0.25 h / -40 °C

4: HCl / CH₂Cl₂; dioxane / 0.08 h / -50 °C

With pyridine; hydrogenchloride; bis(2-chlorophenyl) chlorophosphate; In 1,4-dioxane; dichloromethane; 1: Esterification / 2: Chlorination / 3: Substitution / 4: Hydrolysis;

upstream raw materials:

C₆₅H₆₀ClN₈O₁₄PS

levulinic anhydride

N-benzoyl-3'-O-levulinoyl-2'-deoxy-β-D-cytidine

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl-4-oxopentanoate