Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 73118-61-3
• Molecular Formula: C₄₀H₃₇ClN₇O₁₂P
• Molecular Weight: 874.2

Synonyms:Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property of Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 15 articles about Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-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:

C61H55ClN7O14P (85240-01-3) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (73118-61-3)

Guidance literature:

With benzenesulfonic acid; In methanol; chloroform; at 0 ℃; for 0.25h; Yield given;

DOI:10.1002/hlca.19820650803

Reference yield:

N-benzoyl-3',5'-di-O-benzoyl-2'-deoxyadenosine (64723-02-0) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (73118-61-3)

Guidance literature:

Multi-step reaction with 7 steps

1: NaOH / pyridine; ethanol; H₂O / 0.25 h

2: 1.) pyridine, 0 deg C, 16 h, 2.) pyridine, CH₃OH, 20 deg C, 1 h

3: dioxane / 2 h / 20 °C

4: 1-methylimidazole / dioxane / 3 h / 20 °C

5: triethylamine / pyridine / 3 h / 20 °C

6: 77 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole / pyridine / 3 h / 20 °C

7: benzenesulfonic acid / CHCl₃; methanol / 0.25 h / 0 °C

With sodium hydroxide; 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; triethylamine; benzenesulfonic acid; 1-methyl-1H-imidazole; In 1,4-dioxane; pyridine; methanol; ethanol; chloroform; water;

DOI:10.1002/hlca.19820650803

Reference yield:

2-chlorophenyl phosphordi(1H-1-[1,2,4]triazolide) (72351-28-1) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (73118-61-3)

Guidance literature:

Multi-step reaction with 5 steps

1: dioxane / 2 h / 20 °C

2: 1-methylimidazole / dioxane / 3 h / 20 °C

3: triethylamine / pyridine / 3 h / 20 °C

4: 77 percent / 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole / pyridine / 3 h / 20 °C

5: benzenesulfonic acid / CHCl₃; methanol / 0.25 h / 0 °C

With 1-(2,4,6-triisopropylbenzenesulfonyl)-3-nitro-1,2,4-triazole; triethylamine; benzenesulfonic acid; 1-methyl-1H-imidazole; In 1,4-dioxane; pyridine; methanol; chloroform;

DOI:10.1002/hlca.19820650803

upstream raw materials:

C₆₁H₅₅ClN₇O₁₄P

Phosphoric acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

N-benzoyl-3',5'-di-O-benzoyl-2'-deoxyadenosine

N-6-benzoyl-5'-O-(dimethoxytrityl)-2'-deoxyadenosine 3'-(o-chlorophenyl β-cyanoethyl phosphate)

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