(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

Base Information

Chemical Name:(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine
CAS No.:151223-42-6
Molecular Formula:C₂₃H₃₃ClN₅O₅P
Molecular Weight:525.972
Hs Code.:

Synonyms:(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

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Technology Process of (S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

There total 8 articles about (S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-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: 66.0%

: 10310-21-1
2-Amino-6-chloropurin

: 151223-35-7
(S)-4-O-benzyl-2-O-<(diisopropylphosphono)methyl>-1-O-(methylsulfonyl)-1,2,4-butanetriol

: 151223-42-6
(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 3h;
DOI:10.1021/jm00071a003

Reference yield:

: 35717-98-7
bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

: 151223-42-6
(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, reflux, 5 h, 2.) THF, a) 0 deg C, 30 min, b) RT, 14 h

2: TsOH / methanol / 8 h / 60 °C

3: 98 percent / NEt₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 66 percent / Cs₂CO₃ / dimethylformamide / 3 h / 90 °C

With sodium hydride; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00071a003

Reference yield:

: 71998-69-1,86990-91-2,104973-80-0,69985-32-6
(S)-4-benzyloxy-1,2-butanediol

: 151223-42-6
(S)-1-amino-9-<4-(benzyloxy)-2-<(diisopropylphosphono)methoxy>butyl>-6-chloropurine

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 5.5 h / 0 - 20 °C

2: 1.) NaH / 1.) THF, reflux, 5 h, 2.) THF, a) 0 deg C, 30 min, b) RT, 14 h

3: TsOH / methanol / 8 h / 60 °C

4: 98 percent / NEt₃ / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 66 percent / Cs₂CO₃ / dimethylformamide / 3 h / 90 °C

With dmap; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00071a003