2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:915286-72-5
Molecular Formula:C₂₅H₁₉Cl₃N₄O₅
Molecular Weight:561.809
Hs Code.:

Synonyms:2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

There total 1 articles about 2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-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: 78.0%

: 84955-31-7
4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine

: 21740-23-8
3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride

: 915286-72-5
2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine; With sodium hydride; In acetonitrile; at 20 ℃; for 1h;

3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride; In acetonitrile; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.074

Reference yield:

: 915286-72-5
2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 915286-93-0
C₅₅H₆₀N₁₈O₉

Guidance literature:: Multi-step reaction with 11 steps

1.1: 93 percent / Dowex 550A / 2 h / Heating

2.1: trimethylsilyl chloride; pyridine / 0.5 h

2.2: 70 percent / 6 h / 20 °C

3.1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 4 h / 20 °C

4.1: 85 percent / ammonia / methanol / 1 h / 20 °C

5.1: 88 percent / pyridine; 4-dimethylaminopyridine / 15 h / 20 °C

6.1: 80 percent / lithium azide / dimethylformamide / 2 h / 90 °C

7.1: 96 percent / sodium thiocresolate / dimethylformamide / 1 h / 90 °C

8.1: 98 percent / hydrogen / palladium on carbon / ethanol / 5 h / 20 °C / 2327.17 Torr

9.1: 68 percent / diethylamine / CH₂Cl₂ / -40 - 20 °C

10.1: 76 percent / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; chloro-trimethyl-silane; lithium azide; sodium 4-mercaptobenzoate; di-isopropyl azodicarboxylate; DOWEX 550A; ammonia; hydrogen; diethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Mitsunobu reaction;
DOI:10.1016/j.bmc.2006.05.074

Reference yield:

: 915286-72-5
2-amino-4-chloro-7-[2'-deoxy-3',5'-di-O-(4-chlorobenzoyl)-β-D-erythro-pentofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

: 915286-90-7
7-[2',5'-dideoxy-5'-(4-monomethoxytritylamino)-β-D-erythro-pentofuranosyl]-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / Dowex 550A / 2 h / Heating

2.1: trimethylsilyl chloride; pyridine / 0.5 h

2.2: 70 percent / 6 h / 20 °C

3.1: 73 percent / pyridine / 14 h / 20 °C

4.1: 81 percent / lithium azide / dimethylformamide / 2 h / 90 °C

5.1: 93 percent / hydrogen / palladium on carbon / ethanol / 5 h / 20 °C / 2327.17 Torr

6.1: 73 percent / pyridine / 18 h / 20 °C

With pyridine; chloro-trimethyl-silane; lithium azide; DOWEX 550A; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.074