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

Base Information

Chemical Name:(E)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine
CAS No.:140896-70-4
Molecular Formula:C₃₂H₄₂ClN₄O₄PSi
Molecular Weight:641.222
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (E)-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: 28.0%

: 87-42-3
6-chloropurine

: 603-35-0
triphenylphosphine

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

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

: 140896-70-4
(E)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

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

Reference yield:

: 1660-95-3
Tetraisopropyl methylenediphosphonate

: 140896-70-4
(E)-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: 28 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

Reference yield:

: 140896-55-5
diisopropyl <(E)-4-hydroxy-3-(hydroxymethyl)but-1enyl>phosphonate

: 140896-70-4
(E)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-4-(diisopropoxyphosphoryl)but-3-enyl>-6-chloropurine

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: 94 percent / imidazole / tetrahydrofuran / 3 h / Ambient temperature

3: 74 percent / potassium carbonate, methanol / 5 h / Ambient temperature

4: 28 percent / PPh₃, DEAD / dimethylformamide / 16 h / Ambient temperature

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