((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Base Information

• Chemical Name: ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate
• CAS No.: 1256339-79-3
• Molecular Formula: C₂₆H₂₀ClFIN₃O₅
• Molecular Weight: 635.818

Synonyms:((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

Chemical Property of ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

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Technology Process of ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate

There total 5 articles about ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate 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: 68.0%

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate) (1199809-24-9) + 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7) → ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate (1256339-79-3)

Guidance literature:

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine; With Tris(3,6-dioxaheptyl)amine; potassium hydroxide; In acetonitrile; at 20 ℃; Inert atmosphere; Molecular sieve;

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate); In acetonitrile; Inert atmosphere;

DOI:10.1080/15257770.2019.1674333

Reference yield:

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate + 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7) → ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate (1256339-79-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In acetonitrile; at -40 - 20 ℃;

Reference yield:

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate + 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7) → ((2R,3R,4R,5R)-3-(benzoyloxy)-5-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate (1256339-79-3) + 4-chloro-7-((2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-methyl-α-D-ribofuranosyl)-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (1393443-71-4)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In acetonitrile; at -40 - 20 ℃;

DOI:10.1016/j.bmc.2012.05.067

upstream raw materials:

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate)

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

(2R,3R,4R,5R)-5-acetoxy-2-((benzoyloxy)methyl)-4-fluoro-4-methyl-tetrahydrofuran-3-yl benzoate

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

Downstream raw materials:

4-amino-7-iodo-1-(2-deoxy-2-fluoro-2-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

C₂₆H₃₁FN₇O₇P

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