N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

Base Information

Chemical Name:N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide
CAS No.:770728-14-8
Molecular Formula:C₂₈H₂₇N₅O₆S
Molecular Weight:561.618
Hs Code.:

<i>N</i>-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-<i>d</i>][1,3]dioxol-4-yl}-9<i>H</i>-purin-6-yl)-benzamide

Synonyms:N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

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Chemical Property of N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

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Technology Process of N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

There total 7 articles about N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide 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: 70.0%

: 770728-13-7
6-N-benzoyl-9-[5',6'-dideoxy-2',3'-O-isopropylidene-6'-(p-toluenesulfonyl)-β-L-ribo-hex-5'(E)-enofuranosyl] adenosine

: 770728-14-8
N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

Guidance literature:: With sodium hydroxide; In acetonitrile; at 20 ℃; for 4h;
DOI:10.1016/j.tet.2004.06.131

Reference yield:

: 176299-71-1
1,2,3,5-tetraacetyl-L-ribofuranose

: 770728-14-8
N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: BSA / 1,2-dichloro-ethane / 80 °C

1.2: 86 percent / TMSOTf / toluene / 80 °C

2.1: K₂CO₃ / methanol / 1.2 h / 20 °C

3.1: 161 mg / TSA / acetone / 20 °C

4.1: DCC; DMSO; Cl₂CHCOOH / 2 h / 20 °C

5.1: 500 mg / 20 °C

6.1: 70 percent / aq. NaOH / acetonitrile / 4 h / 20 °C

With dichloro-acetic acid; benzenesulfonamide; sodium hydroxide; potassium carbonate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol; 1,2-dichloro-ethane; acetone; acetonitrile; 4.1: Moffatt oxidation;
DOI:10.1016/j.tet.2004.06.131

Reference yield:

: N-[9-(6-formyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

: 770728-14-8
N-(9-{2,2-dimethyl-6-[2-(toluene-4-sulfonyl)-ethylidene]-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 500 mg / 20 °C

2: 70 percent / aq. NaOH / acetonitrile / 4 h / 20 °C

With sodium hydroxide; In acetonitrile;
DOI:10.1016/j.tet.2004.06.131