(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

Base Information

Chemical Name:(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate
CAS No.:652965-06-5
Molecular Formula:C₂₇H₂₃ClFN₃O₅
Molecular Weight:523.948
Hs Code.:

Synonyms:(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

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Chemical Property of (2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

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Technology Process of (2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

There total 6 articles about (2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate 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: 67.0%

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 582313-57-3
4-chloro-7-fluoro-7-deazapurine

: 652965-06-5
(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

Guidance literature:: 4-chloro-7-fluoro-7-deazapurine; With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In acetonitrile; for 0.0833333h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In acetonitrile; for 0.333333h;
DOI:10.1055/s-2006-942400

Reference yield:

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 652965-06-5
(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / dichloromethane / 16 h / 20 °C / Inert atmosphere; Reflux

2.1: Selectfluor / acetonitrile; acetic acid / 16 h / 70 °C / Inert atmosphere

3.1: sodium hydride / acetonitrile; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 2 h / 50 °C / Inert atmosphere

With N-Bromosuccinimide; sodium hydride; Selectfluor; In dichloromethane; acetic acid; acetonitrile; mineral oil;

Reference yield:

: 51255-17-5,51255-18-6,60134-26-1,89577-26-4,96038-80-1,96039-31-5,144301-84-8,144301-85-9
1-O-methyl-2-deoxy-D-ribofuranoside

: 652965-06-5
(2R,3S,5R)-5-(4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 16 h / 0 - 30 °C / Inert atmosphere

2.1: hydrogenchloride / diethyl ether / 0.67 h / 0 °C

3.1: sodium hydride / acetonitrile; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 2 h / 50 °C / Inert atmosphere

With hydrogenchloride; sodium hydride; In pyridine; diethyl ether; acetonitrile; mineral oil;