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

Base Information

• Chemical Name: N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-benzenesulfinylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 133167-56-3
• Molecular Formula: C₃₄H₃₁N₅O₇S
• Molecular Weight: 653.715

Synonyms:

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

Chemical Property:

Purity/Quality:

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Useful:

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

There total 2 articles about N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-benzenesulfinylmethyl)-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: 55.0%

N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-phenylsulfanylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (133167-55-2) → N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-benzenesulfinylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (133167-56-3,133191-03-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00106a028

Reference yield:

9-[(3aR,4R,6S,6aS)-6-(4-Methoxy-phenylsulfanylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-ylamine (119244-39-2) → N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-benzenesulfinylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (133167-56-3,133191-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine

2: 55 percent / 3-chloroperbenzoic acid / CH₂Cl₂

With pyridine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00106a028

Reference yield: 60.0%

N-Benzoyl-N-{9-[(3aR,4R,6S,6aS)-6-(4-methoxy-benzenesulfinylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-yl}-benzamide (133167-56-3,133191-03-4) → N6,N6-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine (133167-57-4)

Guidance literature:

With pyridine; sulfuryl dichloride; In dichloromethane; for 0.333333h;

DOI:10.1021/jm00106a028

upstream raw materials:

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

9-[(3aR,4R,6S,6aS)-6-(4-Methoxy-phenylsulfanylmethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-9H-purin-6-ylamine

Downstream raw materials:

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

N⁶,N⁶-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine

N-(9-{(3aR,4R,6aS)-6-[1-Chloro-meth-(Z)-ylidene]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-benzamide

N-(9-{(2R,3R,4S)-5-[1-Chloro-meth-(Z)-ylidene]-3,4-dihydroxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

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