9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

Base Information

Chemical Name:9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine
CAS No.:879398-58-0
Molecular Formula:C₂₀H₁₇ClIN₇O₅
Molecular Weight:597.756
Hs Code.:

Synonyms:9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

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Chemical Property of 9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

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Technology Process of 9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

There total 3 articles about 9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine 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%

: 879398-57-9
9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-2-amino-6-chloropurine

: 879398-58-0
9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

Guidance literature:: With diiodomethane; iodine; isopentyl nitrite; copper(l) iodide; In tetrahydrofuran; for 0.75h; Heating;
DOI:10.1016/j.bmc.2005.09.062

Reference yield:

: 3-azido-3-deoxy-1,2-di-O-acetyl-5-O-toluoyl-α-D-ribofuranose

: 879398-58-0
9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / trimethylsilyl trifluoromethanesulfonate; N,O-bis(trimethylsilyl)acetamide / acetonitrile / 3 h / 80 °C

2: 81 percent / isoamyl nitrite; I₂; CH₂I₂ / CuI / tetrahydrofuran / 0.75 h / Heating

With N,O-bis-(trimethylsilyl)-acetamide; diiodomethane; trimethylsilyl trifluoromethanesulfonate; iodine; isopentyl nitrite; copper(l) iodide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.bmc.2005.09.062

Reference yield:

: 10310-21-1
2-Amino-6-chloropurin

: 879398-58-0
9-(2-acetyl-3-azido-3-deoxy-5-O-toluoyl-β-D-ribofuranosyl)-6-chloro-2-iodopurine

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / trimethylsilyl trifluoromethanesulfonate; N,O-bis(trimethylsilyl)acetamide / acetonitrile / 3 h / 80 °C

2: 81 percent / isoamyl nitrite; I₂; CH₂I₂ / CuI / tetrahydrofuran / 0.75 h / Heating

With N,O-bis-(trimethylsilyl)-acetamide; diiodomethane; trimethylsilyl trifluoromethanesulfonate; iodine; isopentyl nitrite; copper(l) iodide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.bmc.2005.09.062