Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

Base Information

Chemical Name:Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia
CAS No.:142068-03-9
Molecular Formula:C₁₆H₁₆N₅O₃PS*H₃N
Molecular Weight:406.405
Hs Code.:

Synonyms:

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Chemical Property of Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

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Technology Process of Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

There total 7 articles about Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia 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:

: 69504-16-1
N⁶-benzoyl-5'-O-(tert-butyldimethylsilyl)adenosine

: 142068-03-9
Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, imidazole / 1.) THF, 45 min, 2.) THF, 30 min

2: tetrahydrofuran / 0.5 h

3: 91 percent / tri-n-butyltin hydride, azobisisobutyronitrile / toluene / 1 h / Heating

4: 87 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

5: 1.) N-methylimidazole, 2.) H₂O, Et₃N / 1.) THF, 45 min, 2.) 10 min

6: 30percent aq. NH₄OH / Ambient temperature

With 1H-imidazole; 1-methyl-1H-imidazole; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; sodium hydride; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jm00093a003

Reference yield:

: 142068-14-2
N⁶-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

: 142068-03-9
Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

2: 1.) N-methylimidazole, 2.) H₂O, Et₃N / 1.) THF, 45 min, 2.) 10 min

3: 30percent aq. NH₄OH / Ambient temperature

With 1-methyl-1H-imidazole; ammonium hydroxide; tetrabutyl ammonium fluoride; water; triethylamine; In tetrahydrofuran;
DOI:10.1021/jm00093a003

Reference yield:

: Dithiocarbonic acid O-[(2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-dithiocarboxyoxy-tetrahydro-furan-3-yl] ester

: 142068-03-9
Phenyl-phosphonothioic acid O-[(2S,5R)-5-(6-amino-purin-9-yl)-2,5-dihydro-furan-2-ylmethyl] ester; compound with ammonia

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.5 h

2: 91 percent / tri-n-butyltin hydride, azobisisobutyronitrile / toluene / 1 h / Heating

3: 87 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

4: 1.) N-methylimidazole, 2.) H₂O, Et₃N / 1.) THF, 45 min, 2.) 10 min

5: 30percent aq. NH₄OH / Ambient temperature

With 1-methyl-1H-imidazole; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jm00093a003