N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine

Base Information

• Chemical Name: N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine
• CAS No.: 1357291-98-5
• Molecular Formula: C₂₉H₃₂N₈O₉
• Molecular Weight: 636.621

Synonyms:N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine

Chemical Property of N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine

Chemical Property:

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Technology Process of N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine

There total 2 articles about N₆-acetyl-N₆-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine 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: 92.0%

N6-acetyl-N6-propargyl-2',3',5'-tri-O-acetyladenosine (1338578-77-0) + [(azidomethoxy)methyl]benzene (52827-28-8) → N6-acetyl-N6-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine (1357291-98-5)

Guidance literature:

With copper(l) chloride; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1135/cccc2011114

Reference yield:

6-N-2',3',5'-tri-O-tetraacetyladenosine (7387-58-8,80007-24-5) → N6-acetyl-N6-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine (1357291-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene; acetonitrile / 20 °C

2: copper(l) chloride / acetonitrile / 20 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride; In toluene; acetonitrile; 2: Huisgen[3+2]cycloaddition;

DOI:10.1135/cccc2011114

Reference yield: 74.0%

N6-acetyl-N6-[(1-benzyloxymethyl-1,2,3-triazol-4-yl)methyl]-2',3',5'-tri-O-acetyladenosine (1357291-98-5) → N6-(1-benzyloxymethyl-1,2,3-triazol-4-yl-methyl)adenosine (1357292-02-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 48h;

DOI:10.1135/cccc2011114

upstream raw materials:

6-N-2',3',5'-tri-O-tetraacetyladenosine

N⁶-acetyl-N⁶-propargyl-2',3',5'-tri-O-acetyladenosine

[(azidomethoxy)methyl]benzene

Downstream raw materials:

N⁶-(1-benzyloxymethyl-1,2,3-triazol-4-yl-methyl)adenosine

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