N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide

Base Information

• Chemical Name: N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide
• CAS No.: 89196-53-2
• Molecular Formula: C₁₈H₁₈IN₃O₆
• Molecular Weight: 499.262
• Mol file: 89196-53-2.mol

Synonyms:N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide

Chemical Property of N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide

There total 4 articles about N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide 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: 82.0%

N-<4-(chloroacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide (80647-04-7) → N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide (89196-53-2)

Guidance literature:

With sodium iodide; In acetone; for 2h; Ambient temperature;

DOI:10.1021/jm00371a022

Reference yield:

2-(p-aminophenyl)-2-(chloromethyl)-1,3-dioxoloane (2705-89-7) → N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide (89196-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 34 percent / triethylamine, diphenylphosphoryl azide / dimethylformamide / 20 h / Ambient temperature

2: 84 percent / 0.1 N aq. HCl / ethanol / 1.5 h / Heating

3: 82 percent / NaI / acetone / 2 h / Ambient temperature

With hydrogenchloride; diphenylphosphoranyl azide; triethylamine; sodium iodide; In ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00371a022

Reference yield:

thymidine-5'-carboxylic acid (3544-99-8) → N-<4-(iodoacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide (89196-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 34 percent / triethylamine, diphenylphosphoryl azide / dimethylformamide / 20 h / Ambient temperature

2: 84 percent / 0.1 N aq. HCl / ethanol / 1.5 h / Heating

3: 82 percent / NaI / acetone / 2 h / Ambient temperature

With hydrogenchloride; diphenylphosphoranyl azide; triethylamine; sodium iodide; In ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00371a022

upstream raw materials:

N-<4-(chloroacetyl)phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide

2-(p-aminophenyl)-2-(chloromethyl)-1,3-dioxoloane

thymidine-5'-carboxylic acid

N-<4-<2-(chloromethyl)-1,3-dioxolan-2-yl>phenyl>-1,2-dideoxy-1-<3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl>-β-D-erythro-pentofuranuronamide