8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine

Base Information

• Chemical Name: 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine
• CAS No.: 745822-40-6
• Molecular Formula: C₄₆H₄₉N₅O₈
• Molecular Weight: 799.924

Synonyms:8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine

Chemical Property of 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine

Chemical Property:

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Technology Process of 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine

There total 5 articles about 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-N²-(2-methylpropanoyl)guanine 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: 80.0%

2-Methylpropionic anhydride (97-72-3) + 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O6-benzylguanine (745822-39-3) → 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O6-N2-(2-methylpropanoyl)guanine (745822-40-6)

Guidance literature:

In toluene; for 24h; Heating;

DOI:10.1002/hlca.200490118

Reference yield:

2,4-diamino-6-(benzyloxy)-5-nitrosopyrimidine (101724-61-2) → 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O6-N2-(2-methylpropanoyl)guanine (745822-40-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: DMF; oxalyl chloride / benzene / 3 h / 25 °C

1.2: 81 percent / pyridine / tetrahydrofuran / -60 - 23 °C

2.1: 90 percent / 1,2-bis(diphenylphosphino)ethane / o-xylene / 2 h / Heating

3.1: 80 percent / toluene / 24 h / Heating

With oxalyl dichloride; N,N-dimethyl-formamide; 1,2-bis-(diphenylphosphino)ethane; In o-xylene; toluene; benzene;

DOI:10.1002/hlca.200490118

Reference yield:

NU6038 (100061-59-4) → 8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O6-N2-(2-methylpropanoyl)guanine (745822-40-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 93 percent / NaNO₂ / acetic acid; H₂O / 80 °C

2.1: DMF; oxalyl chloride / benzene / 3 h / 25 °C

2.2: 81 percent / pyridine / tetrahydrofuran / -60 - 23 °C

3.1: 90 percent / 1,2-bis(diphenylphosphino)ethane / o-xylene / 2 h / Heating

4.1: 80 percent / toluene / 24 h / Heating

With oxalyl dichloride; N,N-dimethyl-formamide; 1,2-bis-(diphenylphosphino)ethane; sodium nitrite; In o-xylene; water; acetic acid; toluene; benzene;

DOI:10.1002/hlca.200490118

upstream raw materials:

2-Methylpropionic anhydride

8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-O⁶-benzylguanine

2,4-diamino-6-(benzyloxy)-5-nitrosopyrimidine

NU₆₀₃₈

Downstream raw materials:

8-[(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]-2',3',5,'-tri-O⁶-benzoyl-N²-(2-methylpropanoyl)guanosine

O⁶-benzyl-N²-(2-methylpropanoyl)-8-[(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)methyl]guanosine

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