4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

• Chemical Name: 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester
• CAS No.: 132454-47-8
• Molecular Formula: C₅₂H₅₅N₈O₁₁P
• Molecular Weight: 999.029

Synonyms:

Chemical Property of 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Chemical Property:

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Safty Information:

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MSDS Files:

Useful:

Technology Process of 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 6 articles about 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-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:

2-(4-bromophenyl)-4,4-dimethyl-2-oxazoline (32664-14-5) → 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (132454-47-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) Mg

2: 1) 80percent aq. AcOH 2) 20percent NaOH / 1) 12-14 h, 55-60 deg C 2) EtOH, water, 2 h, reflux

3: 73 percent / dicyclohexylcarbodiimide

4: 89 percent / CH₃COCl / 3 h / Heating

5: 55 percent

6: 84 percent / DIEA

With sodium hydroxide; magnesium; acetic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(00)97249-6

Reference yield:

bis(p-methoxyphenyl)methanone (90-96-0) → 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (132454-47-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) Mg

2: 1) 80percent aq. AcOH 2) 20percent NaOH / 1) 12-14 h, 55-60 deg C 2) EtOH, water, 2 h, reflux

3: 73 percent / dicyclohexylcarbodiimide

4: 89 percent / CH₃COCl / 3 h / Heating

5: 55 percent

6: 84 percent / DIEA

With sodium hydroxide; magnesium; acetic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(00)97249-6

Reference yield:

4-Carboxy-4',4''-dimethoxyphenylhydroxymethane (132454-39-8) → 4-[{(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxy]-tetrahydro-furan-2-ylmethoxy}-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (132454-47-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / dicyclohexylcarbodiimide

2: 89 percent / CH₃COCl / 3 h / Heating

3: 55 percent

4: 84 percent / DIEA

With N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(00)97249-6

upstream raw materials:

2-(4-bromophenyl)-4,4-dimethyl-2-oxazoline

bis(p-methoxyphenyl)methanone

4-Carboxy-4',4''-dimethoxyphenylhydroxymethane

2-<4-(Bis-4-(methoxyphenyl)-hydroxymethyl)-phenyl>-4,4-dimethyl-1,3-oxazoline

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