2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine

Base Information

• Chemical Name: 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine
• CAS No.: 911135-76-7
• Molecular Formula: C₃₉H₄₅N₂O₁₆P₃
• Molecular Weight: 890.711

Synonyms:2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine

Chemical Property of 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine

Chemical Property:

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Technology Process of 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine

There total 4 articles about 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N³-benzoyluridine 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: 79.0%

[(diethoxyphosphorylmethyl)ethoxyphosphinoylmethyl]phosphonic acid monomethyl ester (911135-73-4) + 2',3'-O,N3-tribenzoyluridine (55798-09-9) → 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N3-benzoyluridine (911135-76-7)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 1.5h;

DOI:10.1021/ol0615432

Reference yield:

(bromomethylethoxyphosphinoylmethyl)phosphonic acid diethyl ester (911135-70-1) → 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N3-benzoyluridine (911135-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / 12 h / 130 °C

2: 90 percent / KCN / dimethylformamide / 5 h / 70 °C

3: 79 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.5 h

With potassium cyanide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Michaelis-Arbuzov reaction / 3: Mitsunobu reaction;

DOI:10.1021/ol0615432

Reference yield:

(iodomethylethoxyphosphinoylmethyl)phosphonic acid diethyl ester (911135-71-2) → 2',3'-di-O-benzoyl-5'-O-{[(bis-ethyloxyphosphorylmethyl)ethyloxyphosphorylmethyl]methyloxyphosphoryl}-N3-benzoyluridine (911135-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / 125 °C

2: 90 percent / KCN / dimethylformamide / 5 h / 70 °C

3: 79 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.5 h

With potassium cyanide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Michaelis-Arbuzov reaction / 3: Mitsunobu reaction;

DOI:10.1021/ol0615432

upstream raw materials:

[(diethoxyphosphorylmethyl)ethoxyphosphinoylmethyl]phosphonic acid monomethyl ester

2',3'-O,N³-tribenzoyluridine

(bromomethylethoxyphosphinoylmethyl)phosphonic acid diethyl ester

(iodomethylethoxyphosphinoylmethyl)phosphonic acid diethyl ester

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