N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt

Base Information

• Chemical Name: N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt
• CAS No.: 873556-37-7
• Molecular Formula: C₆H₁₅N*C₃₂H₃₆N₆O₁₀S
• Molecular Weight: 797.93

Synonyms:N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt

Chemical Property of N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt

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Technology Process of N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt

There total 1 articles about N⁶-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt 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: 80.0%

((3aR,4R,6R,6aR)-6-(6-((tert-butoxycarbonyl)amino)-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate (873556-35-5) + triethylamine (121-44-8) + N-[(2-benzyloxyphenyl)carboxy]succinimide (287971-19-1) → N6-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt (873556-37-7)

Guidance literature:

((3aR,4R,6R,6aR)-6-(6-((tert-butoxycarbonyl)amino)-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate; N-[(2-benzyloxyphenyl)carboxy]succinimide; With caesium carbonate; In N,N-dimethyl-formamide; at -20 - 20 ℃; for 16h;

triethylamine; In methanol; ethyl acetate;

Reference yield: 95.0%

N6-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt (873556-37-7) → N6-tert-butoxycarbonyl-5'-O-(N-(2-hydroxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h;

DOI:10.1021/jm051060o

Reference yield:

N6-tert-butoxycarbonyl-5'-O-(N-(2-benzyloxybenzoyl)sulfamoyl)-2',3'-O-isopropylideneadenosine triethylammonium salt (873556-37-7) → 5'-O-(N-(2-hydroxybenzoyl)sulfamoyl)adenosine triethylammonium salt

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/C / ethanol / 3 h

2: 74 percent / aq. TFA / 2 h

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm051060o

upstream raw materials:

((3aR,4R,6R,6aR)-6-(6-((tert-butoxycarbonyl)amino)-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate

triethylamine

N-[(2-benzyloxyphenyl)carboxy]succinimide

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