2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite

Base Information

• Chemical Name: 2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite
• CAS No.: 1362317-67-6
• Molecular Formula: C₅₈H₆₇N₁₂O₁₁P
• Molecular Weight: 1139.22

Synonyms:2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite

Chemical Property of 2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite

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Technology Process of 2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite

There total 10 articles about 2-(N-((1-(2-(2-(N₄-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite 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: 73.0%

C49H50N10O10 (1362317-66-5) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → 2-(N-((1-(2-(2-(N4-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite (1362317-67-6)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.12.104

Reference yield:

N-(prop-2-ynyl)-N-[2-(tert-butyldimethylsilanyloxy)ethyl]amine (924906-60-5) → 2-(N-((1-(2-(2-(N4-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite (1362317-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 12.5 h / 20 °C / Cooling with ice

2: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; water / 4 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h

4: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; copper(II) sulfate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.12.104

Reference yield:

N-(2-(tert-butyldimethylsilyloxy)ethyl)-uracil-1-yl-N-(prop-2-yn-1-yl)acetamide (1313022-54-6) → 2-(N-((1-(2-(2-(N4-(benzoyl)cytosin-1-yl)-N-(2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)acetamido)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(uracil-1-yl)acetamido)ethyl (2-cyanoethyl)diisopropylphosphoramidite (1362317-67-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; water / 4 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h

3: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; copper(II) sulfate; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.bmcl.2011.12.104

upstream raw materials:

N-(prop-2-ynyl)-N-[2-(tert-butyldimethylsilanyloxy)ethyl]amine

N-(2-(tert-butyldimethylsilyloxy)ethyl)-uracil-1-yl-N-(prop-2-yn-1-yl)acetamide

C₁₇H₁₉N₇O₄

C₂₃H₃₃N₇O₄Si

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