Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester
• CAS No.: 76708-94-6
• Molecular Formula: C₅₅H₅₇N₁₀O₁₃P
• Molecular Weight: 1097.09
• Mol file: 76708-94-6.mol

Synonyms:

Chemical Property of Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester

There total 3 articles about Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-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:

C37H42N5O8PSe (160971-79-9) → Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester (76708-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / AgF / acetonitrile; H₂O / 0.08 h / Ambient temperature

2: DBU / acetonitrile / 0.33 h / Ambient temperature

With silver fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; acetonitrile;

DOI:10.1021/jo951333v

Reference yield:

3'-O-acetyl-N-benzoyl-2'-deoxyadenosine (25152-95-8) + C36H39FN5O8P → Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester (76708-94-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 0.333333h; Yield given; Ambient temperature;

DOI:10.1021/jo951333v

Reference yield:

methylphosphonic acid dichloroanhydride (676-97-1) + 3'-O-acetyl-N-benzoyl-2'-deoxyadenosine (25152-95-8) + 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) → Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-{[(2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yloxy]-methyl-phosphinoyloxymethyl}-tetrahydro-furan-3-yl ester (76708-94-6)

Guidance literature:

methylphosphonic acid dichloroanhydride; 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine; With pyridine; 1H-imidazole; In acetonitrile; for 2h;

3'-O-acetyl-N-benzoyl-2'-deoxyadenosine; With pyridine; 1H-tetrazole; In acetonitrile; for 1h;

DOI:10.1016/j.bmc.2008.09.029

upstream raw materials:

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

C₃₇H₄₂N₅O₈PSe

methylphosphonic acid dichloroanhydride

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

Downstream raw materials:

C₃₄H₃₉N₁₀O₁₁P