5′-O-[N-(valinyl)sulfamoyl]adenosine

Base Information

Chemical Name:5′-O-[N-(valinyl)sulfamoyl]adenosine
CAS No.:312493-34-8
Molecular Formula:C₁₅H₂₃N₇O₇S
Molecular Weight:445.456
Hs Code.:

Synonyms:5′-O-[N-(valinyl)sulfamoyl]adenosine

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Chemical Property of 5′-O-[N-(valinyl)sulfamoyl]adenosine

Chemical Property:

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Technology Process of 5′-O-[N-(valinyl)sulfamoyl]adenosine

There total 15 articles about 5′-O-[N-(valinyl)sulfamoyl]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: 50.0%

: 1356085-18-1
6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-valinyl)sulfamoyl]adenosine

: 312493-34-8
5′-O-[N-(valinyl)sulfamoyl]adenosine

: C₂₂H₂₇N₇O₇S

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 0.666667h; under 750.075 Torr; Continuous-flow hydrogenation reactor;
DOI:10.1016/j.tet.2011.12.011

Reference yield:

: 64-17-5
ethanol

: 1356085-18-1
6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-[N-(N-Cbz-L-valinyl)sulfamoyl]adenosine

: 312493-34-8
5′-O-[N-(valinyl)sulfamoyl]adenosine

: C₂₄H₃₁N₇O₇S

Guidance literature:: With palladium 10% on activated carbon; hydrogen; at 20 ℃; for 0.666667h; under 7500.75 Torr; Continuous-flow hydrogenation reactor;
DOI:10.1016/j.tet.2011.12.011

Reference yield:

: 1356085-09-0
6-N-benzyloxycarbonyl-2',3'-O-benzylidene-5'-O-(tert-butyldimethylsilyl)adenosine

: 312493-34-8
5′-O-[N-(valinyl)sulfamoyl]adenosine

: C₂₂H₂₇N₇O₇S

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

1.2: Dowex x 50w

2.1: dmap; sulphamoyl chloride / dichloromethane / 0 - 20 °C / pH 7 / Inert atmosphere

3.1: polystyrene-bound DCC / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

3.2: 24 h / 20 °C / Inert atmosphere

4.1: 5%-palladium/activated carbon; hydrogen / methanol / 0.67 h / 20 °C / 750.08 Torr / Continuous-flow hydrogenation reactor

With dmap; 5%-palladium/activated carbon; sulphamoyl chloride; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.12.011