{2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester
• CAS No.: 442201-01-6
• Molecular Formula: C₃₉H₆₃N₇O₁₀
• Molecular Weight: 789.97

Synonyms:{2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester

Chemical Property of {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester

There total 6 articles about {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl 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: 30.0%

{2-[tert-butoxycarbonyl-(3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-hydroxy-benzyl)-amino]-ethyl}-carbamic acid tert-butyl ester (289910-01-6) + 4-amino-1-(3-chloro-propyl)-1H-pyrimidin-2-one → {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester (442201-01-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 60 ℃; for 72h;

DOI:10.1016/S0040-4020(02)00203-X

Reference yield:

3,5-dimethylphenyl pivaloate (61019-06-5) → {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester (442201-01-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 58 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

2: 45 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 20 °C

3: 78 percent / iPr₂NEt / CH₂Cl₂ / 3 h / 20 °C

4: 100 percent / 1.0 M NaOH / tetrahydrofuran; H₂O / 6 h / 60 °C

5: 30 percent / t-BuOK / dimethylformamide / 72 h / 60 °C

With sodium hydroxide; N-Bromosuccinimide; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(02)00203-X

Reference yield:

3,5-Dimethylphenol (108-68-9,50356-23-5) → {2-[(3-[3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-propoxy]-5-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-benzyl)-tert-butoxycarbonyl-amino]-ethyl}-carbamic acid tert-butyl ester (442201-01-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 58 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 16 h / Heating

3: 45 percent / iPr₂NEt / CH₂Cl₂ / 0.5 h / 20 °C

4: 78 percent / iPr₂NEt / CH₂Cl₂ / 3 h / 20 °C

5: 100 percent / 1.0 M NaOH / tetrahydrofuran; H₂O / 6 h / 60 °C

6: 30 percent / t-BuOK / dimethylformamide / 72 h / 60 °C

With dmap; sodium hydroxide; N-Bromosuccinimide; potassium tert-butylate; triethylamine; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(02)00203-X

upstream raw materials:

{2-[tert-butoxycarbonyl-(3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-hydroxy-benzyl)-amino]-ethyl}-carbamic acid tert-butyl ester

3,5-dimethylphenyl pivaloate

3,5-Dimethylphenol

3,5-bis(bromomethyl)phenyl pivaloate

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