5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine

Base Information

• Chemical Name: 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine
• CAS No.: 294648-28-5
• Molecular Formula: C₃₇H₄₂N₄O₈
• Molecular Weight: 670.762
• Mol file: 294648-28-5.mol

Synonyms:5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine

Chemical Property of 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine

There total 9 articles about 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine 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: 41.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine (294648-23-0) → 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-3'-O-methyl-6-oxocytidine + 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine (294648-28-5)

Guidance literature:

With tin(ll) chloride; In diethyl ether; N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H

Reference yield:

6-Oxocytidine (150439-90-0) → 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine (294648-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 37 percent / Et₃N / Pd(PPh₃)4 / dimethylformamide / 21.5 h / 20 - 70 °C

2: 88 percent / methanol / 0.17 h / Heating

3: 91 percent / pyridine / 6 h / 20 °C

4: 28 percent / SnCl₂ / dimethylformamide; diethyl ether / 4 h / 0 - 20 °C

With pyridine; triethylamine; tin(ll) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; diethyl ether; N,N-dimethyl-formamide; 1: Alkylation / 2: Condensation / 3: Substitution / 4: Methylation;

DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H

Reference yield:

2',3',5'-Tri-O-acetyl-6-oxocytidine (23526-06-9) → 5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-2'-O-methyl-6-oxocytidine (294648-28-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / NH₃ / methanol / 24 h / 20 °C

2: 37 percent / Et₃N / Pd(PPh₃)4 / dimethylformamide / 21.5 h / 20 - 70 °C

3: 88 percent / methanol / 0.17 h / Heating

4: 91 percent / pyridine / 6 h / 20 °C

5: 28 percent / SnCl₂ / dimethylformamide; diethyl ether / 4 h / 0 - 20 °C

With pyridine; ammonia; triethylamine; tin(ll) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; diethyl ether; N,N-dimethyl-formamide; 1: Deacetylation / 2: Alkylation / 3: Condensation / 4: Substitution / 5: Methylation;

DOI:10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H

upstream raw materials:

diazomethane

5-Allyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4-N-dimethylformamidine-6-oxocytidine

6-Oxocytidine

2',3',5'-Tri-O-acetyl-6-oxocytidine