N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

Base Information

Chemical Name:N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide
CAS No.:565237-14-1
Molecular Formula:C₂₂H₂₀ClN₅O₄
Molecular Weight:453.885
Hs Code.:

Synonyms:N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

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Chemical Property of N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

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Technology Process of N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

There total 4 articles about N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide 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: 96.0%

: 565237-15-2
N-methyl-1'-deoxy-1'-(6-chloro-2-iodo-9H-purin-9-yl)-2',3'-O-isopropylidene-β-D-ribofuranuronamide

: 536-74-3
phenylacetylene

: 565237-14-1
N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 20 ℃; for 1h;

Reference yield:

: 565237-17-4
2',3'-O-isopropylideneguanosine-5'-N-methylcarboxamide

: 565237-14-1
N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

Guidance literature:: Multi-step reaction with 3 steps

1: tetraethylammonium chloride; N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 0.17 h / 100 °C / Heating / reflux

2: copper(l) iodide; diiodomethane; iodine; isopentyl nitrite / tetrahydrofuran / 0.5 h / Heating / reflux

3: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 1 h / 20 °C

With copper(l) iodide; diiodomethane; tetraethylammonium chloride; iodine; N,N-dimethyl-aniline; triethylamine; trichlorophosphate; isopentyl nitrite; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetonitrile;

Reference yield:

: 565237-16-3
N-methyl-1'-deoxy-1'-(2-amino-6-chloro-9H-purin-9-yl)-2',3'-O-isopropylidene-β-D-ribofuranuronamide

: 565237-14-1
N-methyl-1'-deoxy-1'-[6-chloro-2-(2-phenyl-1-ethynyl)-9H-purin-9-yl]-2',3'-O-isopropylidene-β-D-ribofuranuronamide

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; diiodomethane; iodine; isopentyl nitrite / tetrahydrofuran / 0.5 h / Heating / reflux

2: copper(l) iodide; triethylamine / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 1 h / 20 °C

With copper(l) iodide; diiodomethane; iodine; triethylamine; isopentyl nitrite; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetonitrile;