salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

Base Information

Chemical Name:salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide
CAS No.:879093-39-7
Molecular Formula:C₂₀H₂₂N₆O₈S
Molecular Weight:506.496
Hs Code.:

Synonyms:salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

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Chemical Property of salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

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Technology Process of salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

There total 3 articles about salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide 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: 69.0%

: 112921-00-3
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate

: 69-72-7,25496-36-0,8052-31-1
salicylic acid

: 879093-39-7
salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

Guidance literature:: salicylic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 60 ℃; for 2h;

((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile; at 60 ℃; for 3h;
DOI:10.1021/jm401497a

Reference yield: 58.0%

: 112921-00-3
((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate

: 879093-39-7
salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

Guidance literature:: salicylic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 60 ℃; for 2h;

((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl sulfamate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 3h;

Reference yield:

: 362-75-4
2',3'-isopropylidene adenosine

: 879093-39-7
salicylic 2′,3′-O-isopropylideneadenosine monosulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / N,N-dimethyl acetamide / 0.5 h / 0 °C

1.2: 16 h / 0 - 20 °C

2.1: 1,1'-carbonyldiimidazole / acetonitrile / 2 h / 60 °C

2.2: 3 h / 60 °C

With triethylamine; 1,1'-carbonyldiimidazole; In N,N-dimethyl acetamide; acetonitrile;
DOI:10.1021/jm401497a