2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol

Base Information

• Chemical Name: 2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol
• CAS No.: 1172048-17-7
• Molecular Formula: C₁₅H₂₂N₆O₄
• Molecular Weight: 350.377

Synonyms:2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol

Chemical Property of 2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol

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Technology Process of 2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol

There total 1 articles about 2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol 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:

5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine (21950-36-7) → 2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol (1172048-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran

2: lithium aluminium tetrahydride / tetrahydrofuran / -20 - 20 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja206312b

Reference yield: 74.0%

2-((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl)aminoethanol (1172048-17-7) + nitroveratryloxycarbonyl chloride (42855-00-5) → [(3aR,4R,6R,6aR)-6-(6-aminopurin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl]-(2-hydroxyethyl)carbamic acid 4,5-dimethoxy-2-nitrobenzyl ester (1172048-19-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h;

DOI:10.1021/ol9009859

upstream raw materials:

5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine

Downstream raw materials:

[(3aR,4R,6R,6aR)-6-(6-aminopurin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ylmethyl]-(2-hydroxyethyl)carbamic acid 4,5-dimethoxy-2-nitrobenzyl ester

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