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

Base Information

Chemical Name: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
CAS No.:190968-23-1
Molecular Formula:C₄₁H₄₃N₅O₁₁
Molecular Weight:781.819
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 80.0%

: 190968-22-0
Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-3-(6-diphenylacetylamino-purin-9-yl)-propoxy]-tetrahydro-pyran-4-yl ester

: 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

Guidance literature:: With tetrabutyl ammonium fluoride; pyridine hydrochloride; In tetrahydrofuran; at 50 ℃; for 2h;
DOI:10.1016/S0040-4020(97)00308-6

Reference yield:

: 1760-46-9
diphenylacetic anhydride

: 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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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