[(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 142721-43-5
• Molecular Formula: C₄₁H₄₃N₁₁O₁₀S
• Molecular Weight: 881.926
• Mol file: 142721-43-5.mol

Synonyms:[(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property of [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 7 articles about [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-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:

[(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester (142721-40-2) → [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (142721-43-5)

Guidance literature:

With ammonia; In methanol; at 55 ℃; for 18h;

DOI:10.1021/jo00043a004

Reference yield:

5'-azido-N6-benzoyl-2',5'-dideoxy-adenosine (74625-78-8) → [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (142721-43-5)

Guidance literature:

Multi-step reaction with 6 steps

1: t-butyldimethylsilylation

2: H₂ / Pd/C

3: Et₃N, ClSO₂N₃ / acetonitrile

4: 76 percent / Et₃N / CH₂Cl₂

5: Bu₄NF / tetrahydrofuran

6: NH₃ / methanol / 18 h / 55 °C

With sulfuryl azide chloride; tetrabutyl ammonium fluoride; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00043a004

Reference yield:

5'-Azido-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine (139063-19-7) → [(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (142721-43-5)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C

2: Et₃N, ClSO₂N₃ / acetonitrile

3: 76 percent / Et₃N / CH₂Cl₂

4: Bu₄NF / tetrahydrofuran

5: NH₃ / methanol / 18 h / 55 °C

With sulfuryl azide chloride; tetrabutyl ammonium fluoride; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00043a004

upstream raw materials:

[(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

5'-azido-N⁶-benzoyl-2',5'-dideoxy-adenosine

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

5'-Azido-N₆-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine