(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

Base Information

Chemical Name:(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate
CAS No.:133299-35-1
Molecular Formula:C₂₂H₂₉N₅O₆S
Molecular Weight:491.568
Hs Code.:

Synonyms:(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

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Chemical Property of (1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

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Technology Process of (1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

There total 7 articles about (1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate 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: 100.0%

: 133299-34-0
(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentanol

: 124-63-0
methanesulfonyl chloride

: 133299-35-1
(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

Guidance literature:: With dmap; In dichloromethane; 1) 0 deg C, 15 min, 2) r.t., 1 h;
DOI:10.1039/P19910002479

Reference yield:

: 105797-60-2
2-amino-6-(2-methoxyethoxy)purine

: 133299-35-1
(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) lithium hydride / 1) DMF, 120 deg C, 1 h, 2) DMF, 145 deg C, 3.5 h

2: 90 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0.75 h

3: 79 percent / Bu₃SnH, azoisobutyronitrile / toluene / 1 h / 100 °C

4: 66 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, water / CH₂Cl₂

5: 100 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) r.t., 1 h

With dmap; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; lithium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;
DOI:10.1039/P19910002479

Reference yield:

: 117641-39-1
(2R,3S)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ol

: 133299-35-1
(1S,2R,4R)-4-<2-amino-6-(2-methoxyethoxy)-9H-purin-9-yl>-2-benzyloxymethylcyclopentyl methanesulphonate

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH, 2) tetrabutylammonium iodide / 1) THF, r.t., 1 h, 2) DMF, reflux, 1.5 h

2: 1) lithium hydride / 1) DMF, 120 deg C, 1 h, 2) DMF, 145 deg C, 3.5 h

3: 90 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0.75 h

4: 79 percent / Bu₃SnH, azoisobutyronitrile / toluene / 1 h / 100 °C

5: 66 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, water / CH₂Cl₂

6: 100 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1) 0 deg C, 15 min, 2) r.t., 1 h

With dmap; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; lithium hydride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene;
DOI:10.1039/P19910002479