7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

Base Information

Chemical Name:7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine
CAS No.:1427311-55-4
Molecular Formula:C₂₉H₃₃F₃N₆O₈
Molecular Weight:650.612
Hs Code.:

Synonyms:7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

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Chemical Property of 7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

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Technology Process of 7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

There total 14 articles about 7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine 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: 98.0%

: 1427311-54-3
7-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deaza-2’-deoxyadenosine

: 14719-21-2
trifluoroacetyl-propargyl amine

: 1427311-55-4
7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

Reference yield:

: 766-85-8
3-methoxy-1-iodobenzene

: 1427311-55-4
7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium nitrite; acetic acid; nitric acid / 24 h / 20 °C

1.2: 60 °C

2.1: phenylmagnesium chloride / tetrahydrofuran / 2 h / -40 °C / Inert atmosphere

2.2: 3 h / -30 - 20 °C / Inert atmosphere

2.3: Inert atmosphere

3.1: dmap / dichloromethane / 20 °C / Inert atmosphere

4.1: ethanol / Reflux

5.1: potassium carbonate; methanol / 1 h / Reflux

6.1: 0.75 h / 115 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

8.1: ammonia / 1,4-dioxane; methanol / 24 h / 100 °C / Sealed tube

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 24 h / 50 °C

With methanol; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylmagnesium chloride; tetrabutyl ammonium fluoride; ammonia; nitric acid; potassium carbonate; acetic acid; triethylamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1427311-72-5
(R/S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethyl-1-propanol

: 1427311-55-4
7-{(S)-1-[5-methoxy-4-(3-trifluoroacetamido-1-propynyl)-2-nitrophenyl]-2,2-dimethylpropyloxy}methyl-7-deaza-2'-deoxyadenosine

Guidance literature:: Multi-step reaction with 7 steps

1: dmap / dichloromethane / 20 °C / Inert atmosphere

2: ethanol / Reflux

3: potassium carbonate; methanol / 1 h / Reflux

4: 0.75 h / 115 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

6: ammonia / 1,4-dioxane; methanol / 24 h / 100 °C / Sealed tube

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 24 h / 50 °C

With methanol; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; ammonia; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;