Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester

Base Information

• Chemical Name: Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester
• CAS No.: 98264-11-0
• Molecular Formula: C₄₃H₆₀N₆O₉Si₂
• Molecular Weight: 861.155

Synonyms:Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester

Chemical Property of Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester

Chemical Property:

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Technology Process of Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester

There total 6 articles about Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl 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:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester (98264-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 2 h

2: TFA / CH₂Cl₂ / 11 h

With pyridine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja00328a042

Reference yield:

Propionic acid (2R,3R,4R,5R)-2-(6-diphenylcarbamoyloxy-2-propionylamino-purin-9-yl)-4-propionyloxy-5-propionyloxymethyl-tetrahydro-furan-3-yl ester (98264-10-9) → Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester (98264-11-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 2M NaOH / pyridine; ethanol / 0 °C

2: 90 percent / pyridine / 2 h

3: TFA / CH₂Cl₂ / 11 h

With pyridine; sodium hydroxide; trifluoroacetic acid; In pyridine; ethanol; dichloromethane;

DOI:10.1021/ja00328a042

Reference yield:

2',3',5'-tri-O-propionyl-N2-propionylguanosine (90742-12-4) → Diphenyl-carbamic acid 2-propionylamino-9-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl ester (98264-11-0)

Guidance literature:

Multi-step reaction with 4 steps

1: i-Pr₂NEt / pyridine / 1 h / Ambient temperature

2: 2M NaOH / pyridine; ethanol / 0 °C

3: 90 percent / pyridine / 2 h

4: TFA / CH₂Cl₂ / 11 h

With pyridine; sodium hydroxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In pyridine; ethanol; dichloromethane;

DOI:10.1021/ja00328a042

upstream raw materials:

3,4-dihydro-2H-pyran

3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

2',3',5'-tri-O-propionyl-N²-propionylguanosine

Downstream raw materials:

2'-O-(tetrahydropyran-2-yl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

S,S-diphenyl 2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine-3'-phosphorodithioate

Diphenyl-carbamic acid 9-[(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(hydroxy-phenylsulfanyl-phosphoryloxy)-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-2-propionylamino-9H-purin-6-yl ester

2'-O-(tetrahydropyran-2-yl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

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