1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide

Base Information

• Chemical Name: 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide
• CAS No.: 111087-14-0
• Molecular Formula: C₁₇H₁₉N₅O₇
• Molecular Weight: 405.367

Synonyms:1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide

Chemical Property of 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide

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Technology Process of 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide

There total 2 articles about 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-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: 90.0%

N-(4-aminophenyl)-N'-methylurea (111087-13-9) + 1-deoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-ribofuranuronic acid (3415-07-4) → 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide (111087-14-0)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1021/jm00396a039

Reference yield:

1,4-phenylenediamine (106-50-3) → 1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide (111087-14-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / CHCl₃

2: 90 percent / diphenylphosphoryl azide, Et₃N / dimethylformamide / 16 h / Ambient temperature

With diphenylphosphoranyl azide; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm00396a039

Reference yield: 97.0%

1-dideoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methylureido)phenyl>-β-D-ribofuranuronamide (111087-14-0) → 1-deoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-N-<4-(3-methyl-3-nitrosoureido)phenyl>-β-D-ribofuranuronamide

Guidance literature:

With formic acid; sodium nitrite; at 0 ℃; for 0.75h;

DOI:10.1021/jm00396a039

upstream raw materials:

N-(4-aminophenyl)-N'-methylurea

1-deoxy-1-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-ribofuranuronic acid

1,4-phenylenediamine

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