(1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

Base Information

Chemical Name:(1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate
CAS No.:138284-89-6
Molecular Formula:C₁₁H₁₆N₅O₁₁P₃*3H₃N
Molecular Weight:538.288
Hs Code.:

Synonyms:

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Chemical Property of (1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

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Technology Process of (1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

There total 15 articles about (1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate 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:

: 136036-89-0
(1R,2S,3R,4R)-3-(6-Aminopurin-9-yl)-5-(dimethylthexylsilyloxymethyl)cyclopentane-1,2-diol

: 138284-89-6,140850-29-9
(1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

Guidance literature:: Multi-step reaction with 13 steps

1: 75 percent / ethyl acetate / 1 h / Heating

2: 68 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / tetrahydrofuran / 2 h / Heating

3: 77 percent / m-Chloroperoxybenzoic acid / CHCl₃ / 3.5 h

4: 99.7 percent / methanol

5: 1.) Et₃N / 1.) DMF, 2.) DMF, r.t., 2h

6: 83 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / H₂O; ethanol / 1.33 h / Heating

7: 67 percent / Aluminium amalgam / tetrahydrofuran; H₂O / 26.5 h

8: 94 percent / 3M HCl / ethanol / 2.25 h

9: 93 percent / adenosine deaminase (EC_.3.5.4.4) / H₂O / 47.5 h / 37 °C / 0.5M disodium phosphate buffer, pH 7.5

11: 73 percent / H₂O / acidified to pH 2

12: 1.) 1,1'-dicyclohexylcarbodiimide / 1.) water, tert-butyl alcohol, reflux, 4h, 2.) water, Dowex-1 1X₂-200 (HCO₃^- form)

13: 1.) DMSO, r.t., 5d, 2.) ammonium hydrogen carbonate, water, DEAE Sephadex A-25 (HCO₃^- form)

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; hydrogenchloride; aluminium amalgam; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; adenosine deaminase (EC_.3.5.4.4); In tetrahydrofuran; methanol; ethanol; chloroform; water; ethyl acetate;
DOI:10.1039/P19910002467

Reference yield:

: 19186-33-5
aristeromycin

: 138284-89-6,140850-29-9
(1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

Guidance literature:: Multi-step reaction with 14 steps

1: 79 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 75 percent / ethyl acetate / 1 h / Heating

3: 68 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / tetrahydrofuran / 2 h / Heating

4: 77 percent / m-Chloroperoxybenzoic acid / CHCl₃ / 3.5 h

5: 99.7 percent / methanol

6: 1.) Et₃N / 1.) DMF, 2.) DMF, r.t., 2h

7: 83 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / H₂O; ethanol / 1.33 h / Heating

8: 67 percent / Aluminium amalgam / tetrahydrofuran; H₂O / 26.5 h

9: 94 percent / 3M HCl / ethanol / 2.25 h

10: 93 percent / adenosine deaminase (EC_.3.5.4.4) / H₂O / 47.5 h / 37 °C / 0.5M disodium phosphate buffer, pH 7.5

12: 73 percent / H₂O / acidified to pH 2

13: 1.) 1,1'-dicyclohexylcarbodiimide / 1.) water, tert-butyl alcohol, reflux, 4h, 2.) water, Dowex-1 1X₂-200 (HCO₃^- form)

14: 1.) DMSO, r.t., 5d, 2.) ammonium hydrogen carbonate, water, DEAE Sephadex A-25 (HCO₃^- form)

With 1H-imidazole; 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; hydrogenchloride; aluminium amalgam; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; adenosine deaminase (EC_.3.5.4.4); In tetrahydrofuran; methanol; ethanol; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/P19910002467

Reference yield:

: 137775-81-6
(1R,4S)-9-<4-(Dimethylthexylsilyloxymethyl)cyclopent-2-enyl>-9H-purin-6-amine

: 138284-89-6,140850-29-9
(1R,4S)-2-Amino-1,9-dihydro-9-<4-(hydroxymethyl)cyclopent-2-enyl>purin-6-one Triphosphate

Guidance literature:: Multi-step reaction with 11 steps

1: 77 percent / m-Chloroperoxybenzoic acid / CHCl₃ / 3.5 h

2: 99.7 percent / methanol

3: 1.) Et₃N / 1.) DMF, 2.) DMF, r.t., 2h

4: 83 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / H₂O; ethanol / 1.33 h / Heating

5: 67 percent / Aluminium amalgam / tetrahydrofuran; H₂O / 26.5 h

6: 94 percent / 3M HCl / ethanol / 2.25 h

7: 93 percent / adenosine deaminase (EC_.3.5.4.4) / H₂O / 47.5 h / 37 °C / 0.5M disodium phosphate buffer, pH 7.5

9: 73 percent / H₂O / acidified to pH 2

10: 1.) 1,1'-dicyclohexylcarbodiimide / 1.) water, tert-butyl alcohol, reflux, 4h, 2.) water, Dowex-1 1X₂-200 (HCO₃^- form)

11: 1.) DMSO, r.t., 5d, 2.) ammonium hydrogen carbonate, water, DEAE Sephadex A-25 (HCO₃^- form)

With hydrogenchloride; aluminium amalgam; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; adenosine deaminase (EC_.3.5.4.4); In tetrahydrofuran; methanol; ethanol; chloroform; water;
DOI:10.1039/P19910002467