4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:156124-78-6
Molecular Formula:C₂₅H₁₈ClF₂N₃O₅
Molecular Weight:513.885
Hs Code.:

Synonyms:4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

There total 8 articles about 4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine 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: 81.0%

: 1440537-02-9
4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythropentofuranosyl]-5-iodopyrrolo[2,3-d]pyrimidine

: 156124-78-6
4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With lithium isopropylmagnesium chloride; In tetrahydrofuran; at -10 ℃; for 0.5h;

Reference yield:

: 3680-71-5
1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

: 156124-78-6
4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: trichlorophosphate / 5 h / 100 °C

2: N-iodo-succinimide / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

3: potassium hydroxide; Tris(3,6-dioxaheptyl)amine / acetonitrile / 50 °C

4: lithium isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -10 °C

With N-iodo-succinimide; Tris(3,6-dioxaheptyl)amine; lithium isopropylmagnesium chloride; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 134877-42-2,134877-43-3,122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

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

: 1397372-10-9
4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-α-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 156124-78-6
4-chloro-7-[3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With Tris(3,6-dioxaheptyl)amine; potassium hydroxide; In toluene; at 50 ℃; for 48h; optical yield given as %de;
DOI:10.1016/j.tet.2012.07.033