3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine

Base Information

• Chemical Name: 3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine
• CAS No.: 220867-49-2
• Molecular Formula: C₂₈H₂₈N₈O₁₀
• Molecular Weight: 636.578
• Mol file: 220867-49-2.mol

Synonyms:3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine

Chemical Property of 3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine

There total 7 articles about 3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine 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: 74.0%

2-(4-nitrophenyl)ethoxycarbonyl chloride (88091-68-3) + 5-azido-3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-51-6) → 3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine (220867-49-2)

Guidance literature:

With pyridine; In dichloromethane; at 4 ℃; for 2h;

DOI:10.1002/(SICI)1522-2675(19990113)82:1<19::AID-HLCA19>3.0.CO;2-G

Reference yield: 66.0%

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) + 5'-amino-3',5'-dideoxyadenosine (125944-06-1) → 3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine (220867-49-2)

Guidance literature:

With ammonium chloride; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1002/(SICI)1522-2675(19990113)82:1<19::AID-HLCA19>3.0.CO;2-G

Reference yield:

N-(9-((2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (76902-49-3) → 3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine (220867-49-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / pyridine / 18 h / Ambient temperature

2: 54 percent / LiN₃ / dimethylformamide / 2 h / 65 °C

3: 86 percent / Ph₃P, pyridine, NH₄OH / 5 h / Ambient temperature

4: 66 percent / HMDS, NH₄Cl / dioxane / 0.5 h / Heating

With pyridine; ammonium hydroxide; lithium azide; ammonium chloride; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1522-2675(19990113)82:1<19::AID-HLCA19>3.0.CO;2-G

upstream raw materials:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

5'-amino-3',5'-dideoxyadenosine

2-(4-nitrophenyl)ethoxycarbonyl chloride

5-azido-3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Downstream raw materials:

3',5'-dideoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-5'-<<2-(4-nitrophenyl)ethoxycarbonyl>amino>adenosine 2'-O-<2-cyanoethyl diisopropylphosphoramidite>