N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Base Information

Chemical Name:N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide
CAS No.:190968-24-2
Molecular Formula:C₃₅H₃₇N₅O₈
Molecular Weight:655.707
Hs Code.:

N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Synonyms:N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

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Chemical Property of N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

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Technology Process of N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

There total 9 articles about N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide 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: 84.0%

: 190968-23-1
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-3-(6-diphenylacetylamino-purin-9-yl)-2-hydroxy-propoxy]-tetrahydro-pyran-4-yl ester

: 190968-24-2
N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Guidance literature:: With potassium tert-butylate; In 1,4-dioxane; methanol; for 0.0166667h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00308-6

Reference yield:

: 1760-46-9
diphenylacetic anhydride

: 190968-24-2
N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / pyridine / 16 h / 50 °C

2: aq. AcOH / 60 °C

3: pyridine / 2 h / Ambient temperature

4: 71 percent / imidazole / toluene / 16 h / 60 °C

5: 86 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / Ambient temperature

6: 80 percent / TMSOTf / CH₂Cl₂ / 0.17 h / Ambient temperature

7: 80 percent / pyridine*HCl, TBAF / tetrahydrofuran / 2 h / 50 °C

8: 84 percent / t-BuOK / dioxane; methanol / 0.02 h / Ambient temperature

With pyridine; 1H-imidazole; pyrrole; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridine hydrochloride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)00308-6

Reference yield:

: 54262-84-9
(S)-9-(1,2-isopropylidenedioxyprop-3-yl)-adenine

: 190968-24-2
N-{9-[(S)-3-((2S,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-hydroxy-propyl]-9H-purin-6-yl}-2,2-diphenyl-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / pyridine / 16 h / 50 °C

2: aq. AcOH / 60 °C

3: pyridine / 2 h / Ambient temperature

4: 71 percent / imidazole / toluene / 16 h / 60 °C

5: 86 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / Ambient temperature

6: 80 percent / TMSOTf / CH₂Cl₂ / 0.17 h / Ambient temperature

7: 80 percent / pyridine*HCl, TBAF / tetrahydrofuran / 2 h / 50 °C

8: 84 percent / t-BuOK / dioxane; methanol / 0.02 h / Ambient temperature

With pyridine; 1H-imidazole; pyrrole; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridine hydrochloride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)00308-6