N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 100899-63-6
• Molecular Formula: C₂₂H₂₅N₅O₄S₂
• Molecular Weight: 487.604

Synonyms:N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide

Chemical Property of N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide

There total 2 articles about N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-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: 52.0%

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde (43077-06-1) + Trimethyl(methylthio)silane (3908-55-2) → N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (100899-63-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 2h; Ambient temperature;

DOI:10.1021/jo00358a017

Reference yield:

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde (43077-06-1) + Trimethyl(methylthio)silane (3908-55-2) + (isobutylthio)trimethylsilane (78635-72-0) → N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (100899-63-6) + N-{9-[(3aR,4R,6S,6aS)-6-(Isobutylsulfanyl-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide + N6-benzoyl-5'-deoxy-5'-(isobutylthio)-5'-(methylthio)adenosine (100899-68-1,100992-02-7)

Guidance literature:

With trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, RT, overnight, 2.) CH₂Cl₂;

DOI:10.1021/jo00358a017

Reference yield:

N-{9-[(3aR,4R,6S,6aS)-6-(Bis-methylsulfanyl-methyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (100899-63-6) → N6-benzoyl-5'-deoxy-5',5'-bis(methylthio)adenosine (100899-64-7)

Guidance literature:

With trifluoroacetic acid; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00358a017

upstream raw materials:

6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde

Trimethyl(methylthio)silane

(isobutylthio)trimethylsilane

Downstream raw materials:

N⁶-benzoyl-5'-deoxy-5',5'-bis(methylthio)adenosine

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