9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

Base Information

Chemical Name:9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine
CAS No.:197227-00-2
Molecular Formula:C₃₃H₃₂N₄O₅
Molecular Weight:564.641
Hs Code.:

Synonyms:9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

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Chemical Property of 9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

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Technology Process of 9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

There total 4 articles about 9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine 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: 92.0%

: 197226-96-3
(R)-1-[(4R,5S)-5-(6-Methoxy-purin-9-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-trityloxy-ethanol

: 197227-00-2
9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 4.5h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00894-6

Reference yield:

: 18800-69-6
((3aR,4R,6R,6aR)-6-(6-methoxy-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

: 197227-00-2
9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / DIBALH / tetrahydrofuran; hexane / 13.5 h / Ambient temperature

2: 81 percent / pyridine / 20 h / 60 °C

3: 92 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 4.5 h / Ambient temperature

With pyridine; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(97)00894-6

Reference yield:

: 15888-39-8
((3aR,4R,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl acetate

: 197227-00-2
9-[(2S,3S)-(2,3-isopropylidenedioxy-5-trityloxy-4-pentanone)-1-yl]-6-methoxypurine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) DMF, SOCl₂, 2.) MeOH / 1.) CHCl₃, reflux, 2 h, 2.) room temperature, 20 min

2: 62 percent / DIBALH / tetrahydrofuran; hexane / 13.5 h / Ambient temperature

3: 81 percent / pyridine / 20 h / 60 °C

4: 92 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 4.5 h / Ambient temperature

With pyridine; methanol; thionyl chloride; diisobutylaluminium hydride; Dess-Martin periodane; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(97)00894-6