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

Base Information

• Chemical Name: 3',5'-dideoxy-5'-(hexadecanoylamino)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
• CAS No.: 220867-53-8
• Molecular Formula: C₃₅H₅₁N₇O₇
• Molecular Weight: 681.833

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about 3',5'-dideoxy-5'-(hexadecanoylamino)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>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: 73.0%

5'amino-3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-52-7) + n-hexadecanoyl chloride (112-67-4) → 3',5'-dideoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-53-8)

Guidance literature:

With pyridine; In dichloromethane; at 4 ℃; for 18h;

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

Reference yield:

3'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (112237-60-2) → 3',5'-dideoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-53-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / pyridine / 18 h / Ambient temperature

2: 86 percent / LiN₃ / dimethylformamide / 2 h / 65 °C

3: 96 percent / Ph₃P / dioxane / 24 h / Ambient temperature

4: 73 percent / pyridine / CH₂Cl₂ / 18 h / 4 °C

With pyridine; lithium azide; triphenylphosphine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

5-azido-3',5'-dideoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-51-6) → 3',5'-dideoxy-5'-(hexadecanoylamino)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (220867-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Ph₃P / dioxane / 24 h / Ambient temperature

2: 73 percent / pyridine / CH₂Cl₂ / 18 h / 4 °C

With pyridine; triphenylphosphine; In 1,4-dioxane; dichloromethane;

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

upstream raw materials:

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

n-hexadecanoyl chloride

3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

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

Downstream raw materials:

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

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