6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

Base Information

Chemical Name:6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester
CAS No.:1054617-79-6
Molecular Formula:C₂₀H₁₉IN₆O₇
Molecular Weight:582.311
Hs Code.:

6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-<i>d</i>][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

Synonyms:6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

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Chemical Property of 6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

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Technology Process of 6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

There total 2 articles about 6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester 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:

: 918868-16-3
(3aS,4S,6R,6aR)-6-(2-iodo-6-(methylamino)-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro [3,4-d][1,3]dioxole-4-carboxylic acid

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 1054617-79-6
6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/jm0608208

Reference yield:

: 560071-54-7
((3aR,4R,6R,6aR)-6-(2-iodo-6-(methylamino)-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro [3,4-d][1,3]dioxol-4-yl)methanol

: 1054617-79-6
6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / KOH; KMnO₄ / H₂O / 20 h / 20 °C

2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / dimethylformamide / 3 h / 20 °C

With potassium hydroxide; potassium permanganate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm0608208

Reference yield:

: 1054617-79-6
6-(2-iodo-6-methylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 4-nitro-phenyl ester

: 9-(5-ethylcarbamoyl-β-D-ribofuranosyl)-N⁶-methyl-2-(4-benzyl-1,2,3-triazol-1-yl)adenine

Guidance literature:: Multi-step reaction with 4 steps

1: dimethylformamide / 1 h / 20 °C

2: 840 mg / aq. TFA / 2 h / 20 °C

3: 79 percent / sodium ascorbate; NaN₃; L-proline / CuSO₄*5H₂O; Na₂CO₃ / H₂O; 2-methyl-propan-2-ol / 48 h / 65 °C

4: 38 percent / CuI; Et₃N / H₂O; acetonitrile / 120 h / 20 °C

With copper(l) iodide; sodium azide; sodium L-ascorbate; triethylamine; trifluoroacetic acid; L-proline; sodium carbonate; copper(II) sulfate; In water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 4: Huisgen cycloaddition;
DOI:10.1021/jm0608208