tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate

Base Information

• Chemical Name: tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate
• CAS No.: 1456890-43-9
• Molecular Formula: C₂₀H₂₂N₄O₄S
• Molecular Weight: 414.485

Synonyms:tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate

Chemical Property of tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate

Chemical Property:

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Technology Process of tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate

There total 2 articles about tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate 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: 57.7%

tert-butyl 4-(aminomethyl)-benzylcarbamate + ethyl 4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxylate (1353498-44-8) → tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate (1456890-43-9)

Guidance literature:

In ethanol; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jm400718n

Reference yield:

3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate (844502-63-2) → tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate (1456890-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 70 h / Inert atmosphere; Reflux

2: ethanol / 18 h / 80 °C / Inert atmosphere

In ethanol;

DOI:10.1021/jm400718n

Reference yield: 35.4%

tert-butyl 4-[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamido)methyl]benzylcarbamate (1456890-43-9) → N-[4-(aminomethyl)benzyl]-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamide hydrochloride salt

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm400718n

upstream raw materials:

ethyl 4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxylate

3-ethyl 4-methyl 2-aminothiophene-3,4-dicarboxylate

Downstream raw materials:

N-(4-{[(benzoylcarbamothioyl)amino]methyl}benzyl)-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamide

N-{4-[(carbamothioylamino)methyl]benzyl}-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-5-carboxamide

methyl N-[4-({[(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-5-yl)carbonyl]amino}methyl) benzyl]carbamimidothioate

C₁₉H₂₀N₆O₂S

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