Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester
• CAS No.: 114071-89-5
• Molecular Formula: C₅₃H₆₄N₁₁O₁₀PSi
• Molecular Weight: 1074.22

Synonyms:

Chemical Property of Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester

There total 4 articles about Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-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:

trimethylsilyl N,N,N',N'-tetraisopropylphosphorodiamidite (114071-78-2) → Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester (114071-89-5)

Guidance literature:

Multi-step reaction with 3 steps

2: sulfuryl chloride / CH₂Cl₂ / 1.) 0 deg C, 2.) 30 min, room temperature

3: triethylamine / CH₂Cl₂ / 1 h

With sulfuryl dichloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)95534-5

Reference yield:

C32H53N6O5PSi2 (114071-81-7) → Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester (114071-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuryl chloride / CH₂Cl₂ / 1.) 0 deg C, 2.) 30 min, room temperature

2: triethylamine / CH₂Cl₂ / 1 h

With sulfuryl dichloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)95534-5

Reference yield:

N6-benzoyl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyadenosine (51549-39-4) → Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-diisopropylamino-phosphoryloxymethyl}-tetrahydro-furan-3-yl ester (114071-89-5)

Guidance literature:

Multi-step reaction with 3 steps

2: sulfuryl chloride / CH₂Cl₂ / 1.) 0 deg C, 2.) 30 min, room temperature

3: triethylamine / CH₂Cl₂ / 1 h

With sulfuryl dichloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)95534-5

upstream raw materials:

C₂₉H₄₄ClN₆O₅PSi

3'-O-benzoyl-6-N-benzoyl-2'-deoxyadenosine

trimethylsilyl N,N,N',N'-tetraisopropylphosphorodiamidite

C₃₂H₅₃N₆O₅PSi₂

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