2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

Base Information

• Chemical Name: 2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃
• CAS No.: 219568-89-5
• Molecular Formula: C₄₉H₄₂N₆O₁₀
• Molecular Weight: 877.883

Synonyms:2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

Chemical Property of 2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

Chemical Property:

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Technology Process of 2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

There total 2 articles about 2',3',5'-tri-O-(4-toluoyl)-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃ 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:

1-O-methyl-2,3,5-tri-O-(4-toluoyl)-α/β-D-ribofuranose-2,3,5(R/S)-2H3 → 2',3',5'-tri-O-(4-toluoyl)-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄, acetic anhydride / CH₂Cl₂ / 0.2 h / 0 °C

2: 1.) bis(trimethylsilyl)acetamide, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) 1,2-dichloroethane, 83 deg C, 6 h, 2.) toluene, 1,2-dichloroethane, 70 deg C, 6 h and room temperature, overnight

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; acetic anhydride; bis-(trimethylsilyl)acetamide; In dichloromethane;

DOI:10.1016/S0040-4020(98)00905-3

Reference yield:

N2-acetyl-O6-(diphenylcarbamoyl)guanine (112233-74-6) + 1-O-acetyl-2,3,5-tri-O-(4-toluoyl)-β-D-ribofuranose-2,3,5(R/S)-2H3 → 2',3',5'-tri-O-(4-toluoyl)-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-89-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; bis-(trimethylsilyl)acetamide; Yield given. Multistep reaction; 1.) 1,2-dichloroethane, 83 deg C, 6 h, 2.) toluene, 1,2-dichloroethane, 70 deg C, 6 h and room temperature, overnight;

DOI:10.1016/S0040-4020(98)00905-3

Reference yield: 79.0%

2',3',5'-tri-O-(4-toluoyl)-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-89-5) → N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-91-9)

Guidance literature:

With sodium hydroxide; In pyridine; ethanol; water; at 0 ℃; for 0.2h;

DOI:10.1016/S0040-4020(98)00905-3

upstream raw materials:

N₂-acetyl-O₆-(diphenylcarbamoyl)guanine

Downstream raw materials:

N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃

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