Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester

Base Information

• Chemical Name: Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester
• CAS No.: 256642-99-6
• Molecular Formula: C₄₆H₄₇N₆O₁₃P
• Molecular Weight: 922.885

Synonyms:Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester

Chemical Property of Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester

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Technology Process of Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester

There total 3 articles about Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl 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:

Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphanyloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester → Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester (256642-99-6)

Guidance literature:

With 2,6-dimethylpyridine; iodine; In tetrahydrofuran; water; for 0.25h;

DOI:10.1016/S0968-0896(99)00192-3

Reference yield:

N-6-benzoyl-2',3'-O-isopropylideneadenosine (39947-04-1) → Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester (256642-99-6)

Guidance literature:

Multi-step reaction with 3 steps

1: iPr₂NEt / CH₂Cl₂ / 0.25 h / 20 °C

2: 1H-tetrazole / acetonitrile / 0.25 h / 20 °C

3: 0.723 g / I₂; 2,6-lutidine / H₂O; tetrahydrofuran / 0.25 h

With 2,6-dimethylpyridine; 1H-tetrazole; iodine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1: Substitution / 2: Substitution / 3: Oxidation;

DOI:10.1016/S0968-0896(99)00192-3

Reference yield:

Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester (155264-06-5) → Carbonic acid 4-((S)-3-{[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-2-benzyloxycarbonylamino-propyl)-phenyl ester benzyl ester (256642-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / acetonitrile / 0.25 h / 20 °C

2: 0.723 g / I₂; 2,6-lutidine / H₂O; tetrahydrofuran / 0.25 h

With 2,6-dimethylpyridine; 1H-tetrazole; iodine; In tetrahydrofuran; water; acetonitrile; 1: Substitution / 2: Oxidation;

DOI:10.1016/S0968-0896(99)00192-3

upstream raw materials:

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

Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester

Downstream raw materials:

Phosphoric acid (S)-2-amino-3-(4-hydroxy-phenyl)-propyl ester (3aR,4R,6R,6aR)-6-(6-amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

Phosphoric acid (S)-2-amino-3-(4-hydroxy-phenyl)-propyl ester (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester

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