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

Base Information

• Chemical Name: 3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-N²-acetyl-O⁶-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H₃
• CAS No.: 219568-93-1
• Molecular Formula: C₄₄H₅₄N₆O₉SSi₂
• Molecular Weight: 902.161

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

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

Chemical Property:

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

There total 7 articles about 3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-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: 97.0%

phenylcarbonochloridothioate (1005-56-7) + 3',5'-O-TPDS-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-92-0) → 3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-93-1)

Guidance literature:

With 1-methyl-1H-imidazole; In dichloromethane;

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

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → 3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Py / 2 h

2: 97 percent / 1-N-methylimidazole / CH₂Cl₂

With pyridine; 1-methyl-1H-imidazole; In dichloromethane;

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

Reference yield:

N2-acetyl-O6-(diphenylcarbamoyl)guanine (112233-74-6) → 3',5'-O-TPDS-2'-O-phenoxythiocarbonyl-N2-acetyl-O6-diphenylcarbamoylguanosine-2',3',5'(R/S)-2H3 (219568-93-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 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

2: 79 percent / NaOH / pyridine; ethanol; H₂O / 0.2 h / 0 °C

3: 80 percent / Py / 2 h

4: 97 percent / 1-N-methylimidazole / CH₂Cl₂

With pyridine; 1-methyl-1H-imidazole; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; bis-(trimethylsilyl)acetamide; In pyridine; ethanol; dichloromethane; water;

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

upstream raw materials:

phenylcarbonochloridothioate

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

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

N₂-acetyl-O₆-(diphenylcarbamoyl)guanine

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