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

Base Information

• Chemical Name: N⁶,N⁶-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine
• CAS No.: 133167-57-4
• Molecular Formula: C₃₄H₃₀ClN₅O₇S
• Molecular Weight: 688.161

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about N⁶,N⁶-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine 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: 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

Reference yield:

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) → N6,N6-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine (133167-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / 3-chloroperbenzoic acid / CH₂Cl₂

2: 60 percent / SO₂Cl₂, pyridine / CH₂Cl₂ / 0.33 h

With pyridine; sulfuryl dichloride; 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) → N6,N6-dibenzoyl-5'-deoxy-5'-chloro-5'-<(4-methoxyphenyl)sulfinyl>-2',3'-O-isopropylideneadenosine (133167-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / pyridine

2: 55 percent / 3-chloroperbenzoic acid / CH₂Cl₂

3: 60 percent / SO₂Cl₂, pyridine / CH₂Cl₂ / 0.33 h

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

DOI:10.1021/jm00106a028

upstream raw materials:

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

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

benzoyl chloride

Downstream raw materials:

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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