[9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine

Base Information

• Chemical Name: [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine
• CAS No.: 216571-41-4
• Molecular Formula: C₄₈H₄₀N₈O₂
• Molecular Weight: 760.898

Synonyms:[9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine

Chemical Property of [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine

Chemical Property:

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Technology Process of [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine

There total 7 articles about [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine 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: 88.0%

(2S,3R,5R)-2-[6-(Trityl-amino)-purin-9-yl]-5-trityloxymethyl-tetrahydro-furan-3-ol (216571-39-0) → [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine (216571-41-4)

Guidance literature:

With diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1080/07328319808004708

Reference yield:

9-(3-deoxy-β-D-ribofuranosyl)adenine (170157-95-6) → [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine (216571-41-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 30 percent / pyridine

2: DEAD, PPh₃ / tetrahydrofuran

3: NH₃/CH₃OH

4: 88 percent / DEAD, PPh₃, DPPA / tetrahydrofuran

With pyridine; methanol; diphenyl-phosphinic acid; ammonia; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1080/07328319808004708

Reference yield:

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → [9-((2S,3S,5R)-3-Azido-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine (216571-41-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 62 percent / SnCl₄ / acetonitrile / Ambient temperature

2: 80 percent / CH₃ONa / tetrahydrofuran

3: 30 percent / pyridine

4: DEAD, PPh₃ / tetrahydrofuran

5: NH₃/CH₃OH

6: 88 percent / DEAD, PPh₃, DPPA / tetrahydrofuran

With pyridine; methanol; diphenyl-phosphinic acid; ammonia; sodium methylate; tin(IV) chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetonitrile;

DOI:10.1080/07328319808004708

upstream raw materials:

(2S,3R,5R)-2-[6-(Trityl-amino)-purin-9-yl]-5-trityloxymethyl-tetrahydro-furan-3-ol

9-(3-deoxy-β-D-ribofuranosyl)adenine

adenine

Benzoic acid (2R,4S,5S)-4-acetoxy-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester

Downstream raw materials:

[9-((2S,3S,5R)-3-Amino-5-trityloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-trityl-amine

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