(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

Base Information

Chemical Name:(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine
CAS No.:140896-72-6
Molecular Formula:C₃₄H₄₅ClN₅O₅PSi
Molecular Weight:698.274
Hs Code.:

Synonyms:(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

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Chemical Property of (E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

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Technology Process of (E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

There total 7 articles about (E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine 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: 36.0%

: 603-35-0
triphenylphosphine

: 7602-01-9
N-(6-chloro-7⁽⁹⁾H-purin-2-yl)-acetamide

: 148120-72-3
diisopropyl <(E)-3-<<(tert-butyldiphenylsilyl)oxy>methyl>4-hydroxybut-1-enyl>phosphonate

: 1972-28-7,218603-74-8
diethylazodicarboxylate

: 140896-72-6
(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

Guidance literature:: In N,N-dimethyl-formamide;

Reference yield: 36.0%

: 7602-01-9
N-(6-chloro-7⁽⁹⁾H-purin-2-yl)-acetamide

: 148120-72-3
diisopropyl <(E)-3-<<(tert-butyldiphenylsilyl)oxy>methyl>4-hydroxybut-1-enyl>phosphonate

: 140896-72-6
(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/jm00062a006

Reference yield:

: 1660-95-3
Tetraisopropyl methylenediphosphonate

: 140896-72-6
(E)-2-acetamido-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-butyllithium / 1.) n-hexane, n-heptane, RT, 15 min, 2.) n-hexane, n-heptane, RT, 15 min

2: 63 percent / HCl / methanol / 1.5 h / Ambient temperature

3: 85 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; H₂O / 2 h / Ambient temperature

4: 94 percent / imidazole / tetrahydrofuran / 3 h / Ambient temperature

5: 74 percent / potassium carbonate, methanol / 5 h / Ambient temperature

6: 36 percent / PPh₃, DEAD / dimethylformamide / 16 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; methanol; n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00062a006