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

Base Information

• Chemical Name: Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 81312-02-9
• Molecular Formula: C₄₃H₄₂ClN₈O₁₃P
• Molecular Weight: 945.279

Synonyms:

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

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

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

C63H58ClN8O14P (81312-01-8) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (81312-02-9)

Guidance literature:

With benzenesulfonic acid; In methanol; chloroform; at 0 ℃; for 0.666667h; Yield given;

Reference yield:

3'-O-benzoyl-N2-isobutyryl-2'-deoxyguanosine (63660-23-1) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (81312-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: mesitylenesulfonyl-4-nitroimidazolide / pyridine / 1.) 30 deg C,15 h, 2.) 30 deg C, 18 h

2: 2percent benzenesulfonic acid / CHCl₃; methanol / 0.67 h / 0 °C

With mesitylenesulfonyl 4-nitro-imidazolide; benzenesulfonic acid; In pyridine; methanol; chloroform;

Reference yield:

Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester (145382-01-0) → Benzoic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (81312-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: mesitylenesulfonyl-4-nitroimidazolide / pyridine / 1.) 30 deg C,15 h, 2.) 30 deg C, 18 h

2: 2percent benzenesulfonic acid / CHCl₃; methanol / 0.67 h / 0 °C

With mesitylenesulfonyl 4-nitro-imidazolide; benzenesulfonic acid; In pyridine; methanol; chloroform;

upstream raw materials:

C₆₃H₅₈ClN₈O₁₄P

3'-O-benzoyl-N²-isobutyryl-2'-deoxyguanosine

Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

N⁴-Benzoyl-5'-O-monomethoxytrityl-2'-deoxycytidine

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